Publications

Synthetic Organic Chemistry Research Group

2014

Synthesis of Quinuclidines by Intramolecular Silver-Catalysed Amine Additions to Alkynes

Arjen C. Breman, Andrea Ruiz-Ollala, Jan H. van Maarseveen, Steen Ingemann and Henk Hiemstra

Eur. J. Org. Chem, 2014, 33, 7413-7425

 

Organocatalytic enantioselective Pictet-Spengler reaction for the syntheses of 1-substituted 1,2,3,4-Tetrahydroisoquinolines

Elma Mons, Martin J. Wanner, Steen Ingemann, Jan H. van Maarseveen and Henk Hiemstra

J. Org. Chem, 2014, 79 (16), 7380-7390

 

Molecular Beam and ab initio studies of Photoactive Yellow Protein chromophores: Influence of the thioester functionality and single bond rotation

Eric M. M. Tan, Saeed Amirjalayer, Paul Mazella, Bert H. Bakker, Jan H. van Maarseveen, Hans Bieraugel and Wybren J. Buma

J. Phys. Chem. B., 2014, 118 (43), 12395-12403 

 

 

2013

Folding Dynamics of the Trp-Cage Miniprotein: Evidence for a Native-Like Intemediate from Combined Time-Resolved Vibrational Sprectroscopy and Molecular Dynamics Simulation

H. Meuzelaar, K.A. Marino, A. Huerta-Viga, M.R. Panman, L.E.J. Smeenk, A.J. Kettelarij, J.H. van Maarseven, P. Timmerman, P.G. Bolhuis, S. Woutersen

J. Phys. Chem. B, 117, 11490-11501 (2013) 

Cinchonas and Cupreidines

S. Ingemann, H. Hiemstra, Comprehensive Enantioselective Organocatalysis, Vol. 1: Priveleged Catalysts, Chapter 6, p.119-160; Ed. P.I. Dalko, Wiley-VCH: Weinheim, 2013

Epimerization-Free C-terminal peptide activation

S. Popovic, H. Bieraugel, R.J. Detz, A.M. Kluwer, J.A.A. Koole, D.E. Streefkerk, H. Hiemstra, J.H. van Maarseveen

Chem. Eur. J. 19, 16934-16937 (2013)  

Total synthesis of the spirocyclic oxindole alkaloids corynoxine, corynoxine B, corynoxeine, and rynchophylline

M.J. Wanner, S. Ingemann, J.H. van Maarseveen, H. Hiemstra
Eur. J. Org. Chem. 1100-1106 (2013)

 2012

Synthesis of water-soluble scaffolds for peptide cyclization, labeling and ligation

L.E.J. Smeenk, N. Dailly, H. Hiemstra, J.H. van Maarseveen, P. Timmerman,

Org. Lett. 14, 1194-1197 (2012)

Synthesis of strained cyclic peptides via an aza-Michael-acyl-transfer reaction cascade

J.P.A. Rutters, Y. Verdonk, R. de Vries, S. Ingemann, H. Hiemstra, V. Levacher, J.H. van Maarseveen,

Chem. Commun. 48, 8084-8086 (2012).

Enantioselective organocatalytic thiol addition to a,b-unsaturated a-amino acid derivatives

A.C. Breman, J.M.M. Smits, R. de Gelder, J.H. van Maarseveen, S. Ingemann, H. Hiemstra,

Synlett. 23, 2195-2200 (2012). 

Total syntheses of mitragynine, paynantheine and speciogynine via an enantioselective thiourea-catalysed Pictet Spengler reaction

I.P. Kerschgens, E. Claveau, M.J. Wanner, S. Ingemann, J.H. van Maarseveen, H. Hiemstra,

Chem. Commun. 48, 12243-12245 (2012)

 

2011

Tomato-produced 7-epizingiberene and R-curcumene act as repellents to whiteflies

P.M. Bleeker, P.J. Diergaarde, K. Ament, S. Schütz, B. Johne, J. Dijkink, H. Hiemstra, R. de Gelder, M.T.J. de Both, M.W. Sabelis, M.A. Haring, R.C. Schuurink
Phytochemistry 2011, 68-73

Enantioselective copper-catalyzed propargylic substitution: synthetic scope study and application in formal total syntheses of (+)-anisomycin and (-)-cytoxazone

R.J. Detz, Z. Abiri, R. Le Griel, H. Hiemstra, J.H. van Maarseveen
Chem. Eur. J. 2011, 5921-5930

Intramolecular butenolide allene photocycloadditions and ensuing retro-ene reactions of some photoadducts

G. Lutteke, R.A Kleinnijenhuis, I. Jacobs, P.J. Wrigstedt, A.C.A. Correia, R. Nieuwenhuizen, B.T.B. Hue, K. Goubitz, R. Peschar, J.H. van Maarseveen, H. Hiemstra
Eur. J. Org. Chem. 2011, 3146-3155

Phosphine-catalyzed [3+2] annulation of cyanoallenes

S.S. Kinderman, J.H. van Maarseveen, H. Hiemstra
Synlett 2011, 1693-1696

Total synthesis of (+)-yohimbine via an enantioselective organocatalytic Pictet-Spengler reaction,

B. Herlé, M.J. Wanner, J.H. van Maarseveen, H. Hiemstra,

J. Org. Chem. 76, 8907-8912 (2011)

Enantioselective syntheses of Corynanthe alkaloids by chiral Brønsted acid and palladium catalysis

M.J. Wanner, E. Claveau, J.H. van Maarseveen, H. Hiemstra,

Chem. Eur. J. 17, 13680-13683 (2011)

 

2010

Cinchona alkaloids in asymmetric organocatalysis

T. Marcelli, H. Hiemstra
Synthesis 2010, 1229-1279

Tributyl-1,2-propadien-1-yl-stannane

S.S. Kinderman, H. Hiemstra
Encyclopedia of Reagents for Organic Synthesis, Wiley, 2010.

2009

Organocatalytic Enantioselective Total Synthesis of (-)-Arboricine

M.J. Wanner, R.N.A. Boots, B. Eradus, R. De Gelder, J. H. Van Maarseveen, H. Hiemstra
Org. Lett. 2009, 2579-2581

Selective Enrichment of Azide-Containing Peptides from Complex Mixtures

M.A. Nessen, G. Kramer, J.W. Back, J.M. Baskin, L. E. J. Smeenk, L.J. de Koning, J. H. van Maarseveen, L. de Jong, C.R. Bertozzi, H. Hiemstra, C. G. De Koster
J. Proteome Res.2009, 3702-3711

Expedient pyrrolizidine synthesis by propargylsilane addition to N-acyliminium ions followed by gold-catalyzed alpha-allenyl amides cyclization

A.C. Breman, J. Dijkink, J.H. van Maarseveen, S.S. Kinderman, H. Hiemstra
J. Org. Chem. 2009, 6327-6330

Catalyzed propargylic substitution

R.J. Detz, H. Hiemstra, J.H. van Maarseveen
Eur. J. Org. Chem. 6263-6276 (2009).

Introduction

H. Hiemstra
Science of Synthesis, Houben-Weyl, Methods of Molecular Transformations, Volume 48: Compounds with all-carbon functions, alkanes, H. Hiemstra, volume editor; George Thieme Verlag KG: Stuttgart, 2009, pages 1-8.

2008

Synthesis of Enantiopure (S)-Indolylglycine by Organocatalyzed Friedel-Crafts Alkylation of Indole

M. J. Wanner, P. Hauwert, H. E. Schoemaker, R. de Gelder, J. H. van Maarseveen, H. Hiemstra
Eur. J. Org. Chem. 2008, 180-185

Improved Auxiliary for the Synthesis of Medium-Sized Bis(lactams)

J. Springer, T. P. Jansen, S. Ingemann, H. Hiemstra, J. H. van Maarseveen
Eur. J. Org. Chem. 2008, 361-367

Synthesis of a Naturally Occurring Diene-Containing Amino Acid and Its Glutamyl Dipeptide via N-Acyliminium Ion Chemistry

M. Berkheij, J. Dijkink, O. R. P. David, T. Sonke, D. R. IJzendoorn, R. H. Blaauw, J. H. van Maarseveen, H. E. Schoemaker, H. Hiemstra,
Eur. J. Org. Chem. 2008, 914-924

Formation of Bicyclic Pyrroles and Furans Through an Enone Allene Photocyclo-addition and Fragmentation Sequence

G. Lutteke, R. AlHussainy, P. J. Wrigstedt, B. T. B. Hue, R. de Gelder, J. H. van Maarseveen, H. Hiemstra
Eur. J. Org. Chem. 2008, 925-933

3-Trimethylsilyl-1-propyne

L. Miginiac (Original Commentary), S.S. Kinderman, H. Hiemstra (First Update)
Encyclopedia of Reagents for Organic Synthesis, Online, April 2008

Enantioselective Copper-Catalyzed Propargylic Amination

R. Detz, M.M.E. Delville, H. Hiemstra, J.H. van Maarseveen
Angew. Chem. Int. Ed. 2008, 47, 3777-3780 

Backbone amide linker strategy for the synthesis of 1,4-triazole-containing cyclic tetra- and pentapeptides

J. Springer, K.R. de Cuba, S. V. Calvet-Vitale, J.A.J. Geenevasen, P.H.H. Hermkens, H. Hiemstra, J.H. van Maarseveen
Eur. J. Org. Chem. 2008, 2592-2600 

Enantioselective BINOL-phosphoric acid catalyzed Pictet-Spengler reactions of N-benzyltryptamine

N.V. Sewgobind, M.J. Wanner, S. Ingemann, R. de Gelder, J.H. van Maarseveen, H. Hiemstra
J. Org. Chem. 2008, 73, 6405-6408

2007

Construction of adjacent quaternary and tertiary stereocenters via an organocatalytic allylic alkylation of Morita-Baylis-Hillman carbonates

D.C.V.J. van Steenis, T. Marcelli, M. Lutz, A.L. Spek, J.H. van Maarseveen, H. Hiemstra,
Adv. Synth. Catal. 2007, 349, 281-286

1,2,3-Triazoles as peptide bond isosteres: synthesis and biological evaluation of cyclotetrapeptide mimics

V.D. Bock, D. Speijer, H. Hiemstra, J.H. van Maarseveen,
Org. Biomol. Chem. 2007, 5, 971-975 

Catalytic Asymmetric Pictet-Spengler Reactions via Sulfenyliminium ions

M.J. Wanner, R.N.S. van der Haas, K.R. de Cuba, J.H. van Maarseveen, H. Hiemstra,
Angew. Chem. Int. Ed. 2007, 46, 7485-7487

Density Functional Theory Study of the Cinchona Thiourea-Catalyzed Henry Reaction: Mechanism and Enantioselectivity

P. Hammar, T. Marcelli, H. Hiemstra, F. Himo,
Adv. Synth. Catal. 2007, 349, 2537-2548

 

2006

"Clickphine": A novel and highly versatile P,N ligand class via click chemistry.

Detz R.J.; Heras S.A.; de Gelder R.; van Leeuwen P.W.N.M.; Hiemstra H.; Reek J.N.H.; van Maarseveen J.H.;
Organic Letters, 2006, 8, 3227-3230

Cupreines and cupreidines: An emerging class of bifunctional cinchona organocatalysts.

Marcelli T.; van Maarseveen J.H.; Hiemstra H.;
Angewandte Chemie-International Edition, 2006, 45, 7496-7504

CuI-catalyzed alkyne-azide "click" cycloadditions from a mechanistic and synthetic perspective.

Bock, V. D.; Hiemstra, H.; Van Maarseveen, J. H.
Eur. J. Org. Chem. 2006, 51-68

Synthesis of the tricyclic core of solanoeclepin A through intramolecular [2+2] photocycloaddition of an allene butenolide.

Hue, B. T. B.; Dijkink, J.; Kuiper, S.; Van Schaik, S.; Van Maarseveen, J. H.; Hiemstra, H.
Eur. J. Org.Chem. 2006, 127-137

Piperazinyl oxime ethers as NK-1 receptor antagonists.

Van Den Hoogenband, A.; Van Maarseveen, J. H.; McCreary, A. C.; Mulder, A. T.; Van Scharrenburg, G. J. M.; Van Stuivenberg, H. H.; Zethof, T. J. J.; Zijta, B.; Iwema Bakker, W. I. I.
Bioorg. Med. Chem. Lett. 2006, 16, 1045-1048

Asymmetric organocatalytic Henry reaction.

Marcelli, T.; Van Der Haas, R. N. S.; Van Maarseveen, J. H.; Hiemstra, H.
Angew. Chem. Intl. Ed. 2006, 45, 929-931

Click chemistry as a route to cyclic tetrapeptide analogues: Synthesis of cyclo-[pro-val-(triazole)-pro-tyr].

Bock, V. D.; Perciaccante, R.; Jansen, T. P.; Hiemstra, H.; Van Maarseveen, J. H.
Organic Lett. 2006, 8, 919.

Carbosilane dendrimeric carbodiimides: site-isolation as a lactamization tool.

Amore, A.; Van Heerbeek, R.; Zweep, N.; Van Esch, J.; Reek, J. N. H.; Hiemstra, H.; Van Maarseveen, J. H.
J. Org. Chem. 2006, 72, 1851.

Transition-metal catalysis as a tool for the covalent labeling of proteins.

Van Maarseveen, J. H.; Reek, J. N. H.; Back, J. W.
Angew. Chem. Intl. Ed. 2006, 45, 1841-1843

Intramolecular Staudinger ligation towards biaryl-containing lactams.

Masson, G.; Den Hartog, T.; Schoemaker, H. E.; Hiemstra, H.; Van Maarseveen, J. H.
Synlett 2006, 865.

PegPhos: a monodentate phosphoramidite ligand for enantioselective rhodium-catalysed hydrogenation in water.

Hoen, R.; Leleu, S.; Botman, P. N. M.; Appelman, V. A. M.; Feringa, B. L.; Hiemstra, H.; Minnaard, A. J.; Van Maarseveen, J. H.
Org. Biomol. Chem. 2006, 4, 613-615

Enantio selective high-performance liquid chromatographic separation of N-methyloxycarbonyl unsaturated amino acids on macrocyclic glycopeptide stationary phases.

Boesten J.M.M.; Berkheij M.; Schoemaker H.E.; Hiemstra H.; Duchateau A.L.L.;
Journal of Chromatography, 2006, 1108, 26-30

 

2005

Synthesis of 2 substituted piperazines via direct a-lithiation

Berkheij, M.; Van Der Sluis, L.; Sewing, C.; Den Boer, D. J.; Terpstra, J. W.; Hiemstra, H.; Iwema Bakker, W. I.; Van Den Hoogenband, A.; Van Maarseveen, J. H.
Tetrahedron Lett. 2005, 46, 2369-2371.

Click Chemistry: Copper Clusters Catalyse the Cycloaddition of Azides with Terminal Alkynes.

Durán Pachón, L.; Van Maarseveen, J. H.; Rothenberg, G.
Adv. Synth. Cat. 2005, 347, 1615.

Catalytic N-sulfonyliminium ion-mediated cyclizations to b-vinyl-substituted-isoquinolines and carbolines and applications in metathesis.

Kinderman, S. S.; Wekking, M. T.; Van Maarseveen, J. H.; Schoemaker, H. E.; Hiemstra, H.; Rutjes, F. P. J. T.
J. Org. Chem. 2005, 70, 5519.

Click-chemistry as an efficient synthetic tool for the preparation of novel conjugated polymers

Van Steenis, D. J. V. C.; David, O. R. P.; Van Strijdonck, G. P. F.; Van Maarseveen, J. H.; Reek, J. N. H.
Chem. Commun. 2005, 4333.

Combining two-directional synthesis and tandem reactions: desymmetrisation by intramolecular cycloaddition/triazole fragmentation.

Rejzek, M.; Stockman, R. A.; Van Maarseveen, J. H.; Hughes, D. L.
Chem. Commun. 2005, 4661.

Efficient route to C2 symmetric heterocyclic backbone modified cyclic peptides.

Van Maarseveen, J. H.; Horne, W. S.; Ghadiri, W. S.
Org. Lett. 2005, 7, 4503.

Mild chemoselective peptide-bond cleavage of peptides and proteins at azido homoalanine

Back, J. W.; David, O.; Kramer, G.; Masson, G.; P. T. Kasper, De Koning, L. J.; De Jong, L.; Van Maarseveen, J. H.; De Koster, C. G.
Angew. Chem. Intl. Ed. 2005, 44, 7946.

Cinchona Derivaties as Bifunctional Organocatalysts for the Direct Asymmetric Nitroaldol (Henry) Reaction.

Marcelli, T.; Van Der Haas, R. N. S.; Van Maarseveen, J. H.; Hiemstra, H.
Synlett 2005, 2817.

 

2004

A mixed ladderane/n-alkyl glycerol diether membrane lipid in an anaerobic ammonium-oxidizing bacterium

J. P. Sinninghe Daamste, W. I. C. Rijpstra, M. Strous, M. S. M. Jetten, O. R. P. David, J. A. J. Geenevasen, J. H. van Maarseveen
Chem. Comm. 2004, 2590-2591

A Staudinger approach towards BINOL-derived MAP-type bidentate P, N ligands

P. N. M. Botman, O. David, A. Amore, J. Dinkelaar, M. Vlaar, K. Goubitz, J. Fraanje, H. Schenk, H. Hiemstra, J. H. van Maarseveen
Angew. Chem. Int. Ed. 2004, 43, 3471-3473

Scope and limitations of the solution and solid phase synthesis of homoallylic amines via N-acyliminium ion reactions

W. J. N. Meester, J. H. van Maarseveen, K. Kirchsteiger, P. H. H. Hermkens, H. E. Schoemaker, H. Hiemstra, F. P. J. T. Rutjes
Arkivoc 2004, 122-151

Dendritic phosphoramidite ligands in Rh-catalysed asymmetric hydrogenations

P. N. M. Botman, A. Amore, R. van Herbeek, J. W. Back, H. Hiemstra, J. N. H. Reek, J. H. van Maarseveen
Tetrahedron Lett. 2004, 45, 5999-6002

Synthesis, properties and applications of BICAP: a new family of carbazole-based diphosphine ligands

P. N. M. Botman, J. Fraanje, K. Goubitz, R. Peschar, J. W. Verhoeven, J. H. van Maarseveen, H. Hiemstra
Adv. Synth. Cat. 2004, 346, 643-754

C-C bond formation via N-phosphoryliminium ions

S. S. Kinderman, J. H. van Maarseveen, H. E. Schoemaker, H. Hiemstra, F. P. J. T. Rutjes
Synthesis, 2004, 1413-1418

Amidopalladation of alkoxyallenes applied in the synthesis of an enantiopure 1-ethilquinolizidine frog alkaloid

S. S. Kinderman, R. de Gelder, J. H. van Maarseveen, H. Hiemstra, F. P. J. T. Rutjes
J. Am. Chem. Soc. 2004, 126, 4100-4101

Synthesis of vinyl fluorides by ring-closing metathesis

M. Marhold, A. Buer, H. Hiemstra, J. H. van Maarseveen, G. Haufe
Tetrahedron Lett. 2004, 45, 57-60

2003

Synthesis of the cyclobutanone core of solanoeclepin A via intramolecular allene butenolide photocycloaddition

B. T. B. Hue, J. Dijkink, S. Kuiper, K. K. Larson, F. S. Guziec, K. Goubitz, J. Fraanje, H. Schenk, J. H. van Maarseveen, H. Hiemstra
Org. Biom. Chem. 2003, 1, 4363-4366

Intramolecular Staudinger ligation: a powerful ring-closure method to form medium-sized lactams

O. David, W. J. N. Meester, H. Bieraugel, H. E. Schoemaker, H. Hiemstra, J. H. van Maarseveen
Angew. Chem. Int. Ed. 2003, 42, 4373-4375

Glyoxylates as versatile building blocks for the synthesis of alpha-amino acids and alpha-alkoxy acid derivatives via cationic intermediates

W. J. N. Meester, J. H. van Maarseveen, H. E. Schoemaker, H. Hiemstra, F. P. J. T. Rutjes
Eur. J. Org. Chem. 2003, 2519-2529

Synthesis of 2,6-bridged piperazine-3-ones by N-acyliminium ion chemistry

J. J. N. Veerman, R. S. Bon, B. T. B. Hue, D. Girones, F. P. J. T. Rutjes, J. H. van Maarseveen, H. Hiemstra
J. Org. Chem. 2003, 68, 4486-4494

A pincer auxiliary to force difficult lactamisations

H. Bieraugel, H. E. Schoemaker, H. Hiemstra, J. H. van Maarseveen
Org. Biom. Chem. 2003, 1, 1830-1832

Novel reductive amination of nitriles: an efficient route to 5-hydroxypiperidone-derived N,N-acetals

M. K. S. Vink, C. A. Schortinghuis, A. Mackova-Zabelinskaja, M. Fechter, P. Pochlauer, A. M. C. F. Castelijns, J. H. van Maarseveen, H. Hiemstra, H. Griengl, H. E. Schoemaker, F. P. J. T. Rutjes
Adv. Synth. Cat. 2003, 345, 483-487

 

2002

A stereodivergent approach to substituted 4-hydroxypiperidines

M. K. S. Vink, C. A. Schortinghuis, J. Luten, J. H. van Maarseveen, H. E. Schoemaker, H. Hiemstra, F. P. J. T. Rutjes
J. Org. Chem. 2002, 67, 7869-7871

Allylmethylsilanes as nucleophiles in N-acyliminium ion chemistry

G. Mentink, J. H. van Maarseveen, H. Hiemstra
Org. Lett. 2002, 4, 3497-3500

Solid-phase synthesis of piperidines by N-acyliminium ion chemistry

J. J. N. Veerman, J. Klein, R. W. M. Aben, H. W. Scheeren, C. G. Kruse, J. H. van Maarseveen, F. P. J. T. Rutjes, H. Hiemstra
Eur. J. Org. Chem. 2002, 3133-3139

Ring closing metathesis of allylic O,O- and N,O- acetals

S. S. Kinderman, R. Doodeman, J. W. van Beijma, J. C. Russcher, K. C. M. F. Tjen, T. M. Kooistra, H. mohaselzadeh, J. H. van Maarseveen, H. Hiemstra, H. E. Schoemaker, F. P. J. T. Rutjes
Adv. Synth. Cat. 2002, 344, 736-748

A novel strategy for the synthesis of medium-sized lactams

H. Bieraugel, T. P. Jansen, H. E. Schoemaker, H. Hiemstra, J. H. van Maarseveen
Org. Lett. 2002, 4, 2673-2674

Studies towards the total synthesis of solanoeclepin A: synthesis of the 7-oxabicyclo[2.2.1] heptane moiety and attempted seven-membered ring formation

J. C. J. Benningshof, R. H. Blaauw, A. E. van Ginkel, J. H. van Maarseveen, F. P. J. T. Rutjes, H. Hiemstra
J. Chem. Soc. Perkin 1 2002, 1693-1700

Studies towards the total synthesis of solanoeclepin A: synthesis and potato cyst nematode hatching activity of analogues containing the tetracyclic left-hand substructure

J. C. J. Benningshof, M. Ijsselstijn, S. R. Wallner, A. L. Koster, R. H. Blaauw, A. E. van Ginkel, J. F. Briere, J. H. van Maarseveen, F. P. J. T. Rutjes, H. Hiemstra
J. Chem. Soc. Perkin 1 2002, 1701-1713 

Synthesis and resolution of BICOL, a carbazole analogue of BINOL

P. N. M. Botman, M. Postma, J. Fraanje, K. Goubitz, H. Schenk, J. H. van Maarseveen, H. Hiemstra
Eur. J. Org. Chem. 2002, 1952-1955

Palladium-catalyzed cyclization reactions of acetylene-containing amino acids

L. B. Wolf, K. C. M. F. Tjen, H. T. ten Brink, R. H. Blaauw, H. Hiemstra, H. E. Schoemaker, F. P. J. T. Rutjes
Adv. Synth. Cat. 2002, 344, 70-83

 

2001

Highly diastereoselective synthesis of beta-amino alcohols

W. J. N. Meester, R. van Dijk, J. H. van Maarseveen, F. P. J. T. Rutjes, P. H. H. Hermkens, H. Hiemstra
J. Chem. Soc. Perkin 1 2001, 2909-2911

Intramolecular [2+2] photocycloadditions as an approach towards the right-hand side of solanoeclepine A

R. H. Blaauw, J. C. J. Benningshof, A. E. van Ginkel, J. H. van Maarseveen, H. Hiemstra
J. Chem. Soc. Perkin 1 2001, 2250-2256

Enamine-olefin ring closing metathesis

S. S. Kinderman, J. H. van Maarseveen, H. E. Schoemaker, H. Hiemstra, F. P. J. T. Rutjes
Org. Lett. 2001, 3, 2045-2048

Synthesis of the right-hand substructure of Solanoeclepin A

J. F. Briere, R. H. Blaauw, J. C. J. Bennigshof, A. E. van Ginkel, J. H. van Maarsevven, H. Hiemstra
Eur. J. Org. Chem. 2001, 2371-2377

N-Acyliminium ion chemistry and palladium catalysis: a useful combination to obtain bicyclic heterocycles

W.F.J. Karstens, D. Klomp, F.P.J.T. Rutjes, H. Hiemstra
Tetrahedron 2001, 57: (24) 5123-5130

Development and application of allyl, 2-sulfonylethyl and 2-thioethyl carbamate linkers for solid phase N-acyliminium ion chemistry

J.H. van Maarseveen, W.J.N. Meester, J.J.N. Veerman, C.G. Kruse, P.H.H. Hermkens, F.P.J.T. Rutjes, H. Hiemstra
J. Chem. Soc. Perk. T. 2001, 1 (9) 994-1001 

Palladium catalyzed cyclization reactions of acetylenic lactams

W.F.J. Karstens, M. Stol, F.P.J.T. Rutjes, H. Kooijman, A.L. Spek, H. Hiemstra
J. Organomet. Chem. 2001, 624: (1-2) 244-258 Sp. Iss. SI

Intramolecular photochemical dioxenone-alkene [2+2] cycloadditions as an approach to the bicyclo[2.1.1]hexane moiety of solanoeclepin A

R.H. Blaauw, J.F. Briere, R. de Jong, J.C.J. Benningshof, A.E. van Ginkel, F.P.J.T. Rutjes, J. Fraantje, K. Goubitz, H. Schenk, H. Hiemstra
J. Org. Chem. 2001, 233-242.

Sulfoxidation mechanism of vanadium bromoperoxidase from Ascophyllum nodosum - Evidence for direct oxygen transfer catalysis

H.B. ten Brink, H.E. Schoemaker, R. Wever
Eur. J. Biochem. 2001, 132-138.

2000

Chiral induction effects in ruthenium(II) amino alcohol catalysed asymmetric transfer hydrogenation of ketones: An experimental and theoretical approach.

D.G.I. Petra, J.N.H. Reek, J.W. Handgraaf, E.J. Meijer, P. Dierkes, P.C.J. Kamer, J. Brussee, H.E. Schoemaker, P.W.N.M. van Leeuwen
Chem.-A Eur. J. 2000, 2818-2829.

Oxidation reactions catalysed by vanadium chloroperoxidase from Curvularia inaequalis.

H.B. ten Brink, H.L. Dekker, H.E. Schoemaker, R. Wever
J. Inor. Biochem. 2000, 91-98.

Enantioselective epoxidation and carbon-carbon bond cleavage catalyzed by Coprinus cinereus peroxidase and myeloperoxidase

A. Tuynman, J.L. Spelberg, I.M. Kooter, H.E. Shoemaker, R. Wever
J. Biol. Chem. 2000, 3025-3030.

Enantioselective sulfoxidations catalyzed by horseradish peroxidase, manganese peroxidase, and myeloperoxidase

A. Tuynman, H.E. Schoemaker, R. Wever
Monatsh. Chem. 2000, 687-695.

Enzymatic and chiral HPLC resolution of alpha-azido acids and amides

C.W. Tornoe, T. Sonke, I. Maes, H.E. Schoemaker, M. Meldal
Tetrahedron-Asymmetr. 2000, 1239-1248.

IR spectroscopy as a high-throughput screening-technique for enantioselective hydrogen-transfer catalysts

D.G.I. Petra, J.N.H. Reek, P.C.J. Kamer, H.E. Schoemaker, P.W.N.M. van Leeuwen
Chem. Commun. 2000, 683-684.

Aminosulf(ox)ides as ligands for iridium(I)-catalyzed asymmetric transfer hydrogenation.

D.G.I. Petra, P.C.J. Kamer, A.L. Spek, H.E. Schoemaker, P.W.N.M. van Leeuwen
J. Org. Chem. 2000, 3010-3017.

Newly discovered non-isoprenoid glycerol dialkyl glycerol tetraether lipids in sediments

J.S.S. Damste, E.C. Hopmans, R.D. Pancost, S. Schouten, J.A.J. Geenevasen
Chem. Commun. 2000, 1683-1684.

Novel polyunsaturated n-alkenes in the marine diatom Rhizosolenia setigera

J.S.S. Damste, S. Schouten, W.I.C. Rijpstra, E.C. Hopmans, H. Peletier, W.W.C. Gieskes, J.A.J. Geenevasen
Eur. J. Biochem. 2000, 5727-5732.

New developments in the chemistry of N-acyliminium ions and related intermediates.

W.N. Speckamp, M.J. Moolenaar
Tetrahedron 2000, 3817-3856.

Applications of aliphatic unsaturated non-proteinogenic alpha-H-alpha-amino acids

F.P.J.T. Rutjes, L.B. Wolf, H.E. Schoemaker
J Chem Soc Perk T 1 2000, 4197-4212.

First total synthesis of ent-gelsedine via a novel iodide-promoted allene N-acyliminium ion cyclization

W.G.B. van Henegouwen, R.M. Fieseler, F.P.J.T. Rutjes, H. Hiemstra
J. Org. Chem. 2000, 8317-8325.

Intramolecular [2+2] photocycloadditions as an approach towards the bicyclo[2.1.1]hexane substructure of solanoeclepin A

R.H. Blaauw, J.F. Briere, R. de Jong, J.C.J. Benningshof, A.E. van Ginkel, F.P.J.T. Rutjes, J. Fraantje, K. Goubitz, H. Schenk, H. Hiemstra
Chem. Commun. 2000, 1463-1464.

Enantioselective synthesis of the tetracyclic left-hand substructure of solanoeclepin A

J.C.J. Benningshof, R.H. Blaauw, A.E. van Ginkel, F.P.J.T. Rutjes, J. Fraantje, K. Goubitz, H. Schenk, H. Hiemstra
Chem. Commun. 2000, 1465-1466.

Synthesis of 2-substituted chromenes via ring-closing metathesis and stable 1-benzopyrylium ions

R. Doodeman, F.P.J.T. Rutjes, H. Hiemstra
Tetrahedron Lett. 2000, 5979-5983.

Enantioselective synthesis of hydroxy-substituted DBN-type amidines as potential chiral catalysts

M. Ostendorf, S. van der Neut, F.P.J.T. Rutjes, H. Hiemstra
Eur. J. Org. Chem. 2000, 105-113.

(S)-pyroglutamic acid, (S)-malic acid, and (S)-serine as useful starting materials in the synthesis of enantiopure hydroxyamidines

M. Ostendorf, J. Dijkink, F.P.J.T. Rutjes, H. Hiemstra
Eur. J. Org. Chem. 2000, 115-124.

Enantioselective formal total synthesis of roseophilin

S.J. Bamford, T. Luker, W.N. Speckamp, H. Hiemstra
Org. Lett. 2000, 1157-1160.

A ring-closing metathesis-mediated route to novel enantiopure conformationally restricted cyclic amino acids

K. C. M. F. Tjen, S. S. Kinderman, H. E. Schoemaker, H. Hiemstra and F. P. J. T. Rutjes
Chemical Communications 2000, 699-700.

Formation of medium-size bridged ring systems via ring-closing metathesis of 2,5-disubstituted-2,3-dihydro-1H-pyrroles

S. J. Bamford, K. Goubitz, H. L. van Lingen, T. Luker, H. Schenk and H. Hiemstra
Journal of the Chemical Society-Perkin Transactions 1 2000, 345-351.

Enantioselective synthesis of the tetracyclic left-hand substructure of solanoeclepin A

J. C. J. Benningshof, R. H. Blaauw, A. E. van Ginkel, F. P. J. T. Rutjes, J. Fraanje, K. Goubitz, H. Schenk and H. Hiemstra
Chemical Communications 2000, 1465-1466.

Aminosulf(ox)ides as ligands for iridium(I)-catalyzed asymmetric transfer hydrogenation

D. G. I. Petra, P. C. J. Kamer, A. L. Spek, H. E. Schoemaker and P. W. N. M. van Leeuwen
Journal of Organic Chemistry 2000, 65, 3010-3017.

Intramolecular [2+2] photocycloadditions as an approach towards the bicyclo[2.1.1]hexane substructure of solanoeclepin A

R. H. Blaauw, J. F. Briere, R. de Jong, J. C. J. Benningshof, A. E. van Ginkel, F. P. J. T. Rutjes, J. Fraanje, K. Goubitz, H. Schenk and H. Hiemstra
Chemical Communications 2000, 1463-1464.

Synthesis of 2-substituted chromenes via ring-closing metathesis and stable 1-benzopyrylium ions

R. Doodeman, F. P. J. T. Rutjes and H. Hiemstra
Tetrahedron Letters 2000, 41, 5979-5983.

(S)-pyroglutamic acid, (S)-malic acid, and (S)-serine as useful starting materials in the synthesis of enantiopure hydroxyamidines

M. Ostendorf, J. Dijkink, F. P. J. T. Rutjes and H. Hiemstra
European Journal of Organic Chemistry 2000, 115-124.

Enantioselective epoxidation and carbon-carbon bond cleavage catalyzed by Coprinus cinereus peroxidase and myeloperoxidase

A. Tuynman, J. L. Spelberg, I. M. Kooter, H. E. Schoemaker and R. Wever
Journal of Biological Chemistry 2000, 275, 3025-3030.

Enantioselective synthesis of hydroxy-substituted DBN-type amidines as potential chiral catalysts

M. Ostendorf, S. van der Neut, F. P. J. T. Rutjes and H. Hiemstra
European Journal of Organic Chemistry 2000, 105-113.

Enantioselective sulfoxidations catalyzed by horseradish peroxidase, manganese peroxidase, and myeloperoxidase

A. Tuynman, H. E. Schoemaker and R. Wever
Monatshefte Fur Chemie 2000, 131, 687-695. 

Enantioselective formal total synthesis of roseophilin

S. J. Bamford, T. Luker, W. N. Speckamp and H. Hiemstra
Organic Letters 2000, 2, 1157-1160.

IR spectroscopy as a high-throughput screening-technique for enantioselective hydrogen-transfer catalysts

D. G. I. Petra, J. N. H. Reek, P. C. J. Kamer, H. E. Schoemaker and P. W. N. M. van Leeuwen
Chemical Communications 2000, 683-684.

Chiral induction effects in ruthenium(II) amino alcohol catalysed asymmetric transfer hydrogenation of ketones: An experimental and theoretical approach

D. G. I. Petra, J. N. H. Reek, J. W. Handgraaf, E. J. Meijer, P. Dierkes, P. C. J. Kamer, J. Brussee, H. E. Schoemaker and P. W. N. M. van Leeuwen
Chemistry-a European Journal 2000, 6, 2818-2829.

First total synthesis of ent-gelsedine via a novel iodide- promoted allene N-acyliminium ion cyclization

W. G. B. van Henegouwen, R. M. Fieseler, F. P. J. T. Rutjes and H. Hiemstra
Journal of Organic Chemistry 2000, 65, 8317-8325.

Palladium(II)-catalyzed intramolecular 1,2-oxidation of allenes involving nitrogen nucleophiles

C. Jonasson, W. F. J. Karstens, H. Hiemstra and J. E. Backvall
Tetrahedron Letters 2000, 41, 1619-1622.

 

1999

Enantioselective synthesis of a key tricyclic intermediate en route to (+)-gelsemine

J. Dijkink, J. C. Cintrat, W. N. Speckamp and H. Hiemstra
Tetrahedron Letters 1999, 40, 5919-5922.

Total synthesis of (+)-gelsedine

W. G. B. van Henegouwen, R. M. Fieseler, F. P. J. T. Rutjes and H. Hiemstra
Angewandte Chemie-International Edition 1999, 38, 2214-2217.

Synthesis of isoquinolines and pyridines via palladium- catalysed iminoannulation of allenes

J. J. H. Diederen, R. W. Sinkeldam, H. W. Fruhauf, H. Hiemstra and K. Vrieze
Tetrahedron Letters 1999, 40, 4255-4258.

Selective azetidine and tetrahydropyridine formation via Pd- catalyzed cyclizations of allene-substituted amines and amino acids

F. P. J. T. Rutjes, K. C. M. F. Tjen, L. B. Wolf, W. F. J. Karstens, H. E. Schoemaker and H. Hiemstra
Organic Letters 1999, 1, 717-720.

A novel acid stable/base labile carbamate linker for N- acyliminium ion reactions on solid support

J. J. N. Veerman, F. P. J. T. Rutjes, J. H. van Maarseveen and H. Hiemstra
Tetrahedron Letters 1999, 40, 6079-6082.

Synthesis of enantiopure functionalized pipecolic acids via amino acid derived N-acyliminium ions

F. P. J. T. Rutjes, J. J. N. Veerman, W. J. N. Meester, H. Hiemstra and H. E. Schoemaker
European Journal of Organic Chemistry 1999, 1127-1135.

Determination of the absolute configuration of 3-pyrrolin-2- ones

A. D. Cuiper, M. Brzostowska, J. K. Gawronski, W. J. J. Smeets, A. L. Spek, H. Hiemstra, R. M. Kellogg and B. L. Feringa
Journal of Organic Chemistry 1999, 64, 2567-2570.

Synthesis of the dibenzofuran-based diphosphine ligand BIFAP and its water-soluble derivative BIFAPS and their use in ruthenium-catalyzed asymmetric hydrogenation

A. E. S. Gelpke, H. Kooijman, A. L. Spek and H. Hiemstra
Chemistry-a European Journal 1999, 5, 2472-2482.

Synthesis and use of water-soluble sulfonated dibenzofuran- based phosphine ligands

A. E. S. Gelpke, J. J. N. Veerman, M. S. Goedheijt, P. C. J. Kamer, P. W. N. M. van Leeuwen and H. Hiemstra
Tetrahedron 1999, 55, 6657-6670.

Probing the scope of the sulfoxidation activity of vanadium bromoperoxidase from Ascophyllum nodosum

H. B. ten Brink, H. L. Holland, H. E. Schoemaker, H. van Lingen and R. Wever
Tetrahedron-Asymmetry 1999, 10, 4563-4572.

Application of an organozinc reagent derived from (S)- pyroglutamic acid: a formal synthesis of epibatidine

W. F. J. Karstens, M. J. Moolenaar, F. P. J. T. Rutjes, U. Grabowska, W. N. Speckamp and H. Hiemstra

Tetrahedron Letters 1999, 40, 8629-8632.

A Kulinkovich entry into tertiary N-acyliminium ion chemistry

L. Ollero, G. Mentink, F. P. J. T. Rutjes, W. N. Speckamp and H. Hiemstra
Organic Letters 1999, 1, 1331-1334.

Amino alcohol coordination in ruthenium(II)-catalysed asymmetric transfer hydrogenation of ketones

D. G. I. Petra, P. C. J. Kamer, P. W. N. M. van Leeuwen, K. Goubitz, A. M. Van Loon, J. G. de Vries and H. E. Schoemaker
European Journal of Inorganic Chemistry 1999, 2335-2341.

Synthesis of homoallylic amines via N-acyliminium ion reactions on solid support

W. J. N. Meester, F. P. J. T. Rutjes, P. H. H. Hermkens and H. Hiemstra
Tetrahedron Letters 1999, 40, 1601-1604.

Novel reactions of xylose isomerase from Streptomyces rubiginosus

O. Pastinen, K. Visuri, H. E. Schoemaker and M. Leisola
Enzyme and Microbial Technology 1999, 25, 695-700.

Xylose isomerase catalysed novel hexose epimerization

O. Pastinen, H. E. Schoemaker and M. Leisola
Biocatalysis and Biotransformation 1999, 17, 393-400.

 

1998

Synthesis of new N-heterocycles: Intramolecular ring closure with imines

J. J. H. Diederen, H. W. Fruhauf, H. Hiemstra, K. Vrieze and M. Pfeffer
Tetrahedron Letters 1998, 39, 4111-4114.

New applications of N-acyliminium precursors: Tetracarbonliron- mediated stereoselective alkylations of 5-(R)-isopropoxy-3- pyrrolin-2-ones

H. de Koning, H. Hiemstra, M. J. Moolenaar and W. N. Speckamp
European Journal of Organic Chemistry 1998, 1729-1737.

Michael additions to (R)-1-acetyl-5-isopropoxy-3-pyrrolin-2-one and subsequent N-acyliminium ion generation: Synthesis of enantiopure 1-azabicycles and preparation of an intermediate for a projected synthesis of roseophilin

T. Luker, W. J. Koot, H. Hiemstra and W. N. Speckamp
Journal of Organic Chemistry 1998, 63, 220-221.

Enantioselective sulfoxidation catalyzed by vanadium haloperoxidases

H. B. ten Brink, A. Tuynman, H. L. Dekker, W. Hemrika, Y. Izumi, T. Oshiro, H. E. Schoemaker and R. Wever
Inorganic Chemistry 1998, 37, 6780-6784.

Pd-catalyzed cyclization reactions of acetylene-containing alpha-amino acids

L. B. Wolf, K. C. M. F. Tjen, F. P. J. T. Rutjes, H. Hiemstra and H. E. Schoemaker
Tetrahedron Letters 1998, 39, 5081-5084.

Ring-closing metathesis on solid support: Elaboration of a cyclization/cleavage strategy towards unsaturated alpha-ester- substituted N-heterocycles

J. J. N. Veerman, J. H. van Maarseveen, G. M. Visser, C. G. Kruse, H. E. Schoemaker, H. Hiemstra and F. P. J. T. Rutjes
European Journal of Organic Chemistry 1998, 2583-2589.

Palladium-catalysed cyclisation of enantiopure allenic lactams prepared from a pyroglutamic acid derived organozine reagent

W. F. J. Karstens, M. Stol, F. P. J. T. Rutjes and H. Hiemstra Synlett 1998, 1126-+.

The sulphoxidation of thioanisole catalysed by lactoperoxidase and Coprinus cinereus peroxidase: Evidence for an oxygen- rebound mechanism

A. Tuynman, K. S. Vink, H. L. Dekker, H. E. Schoemaker and R. Wever
European Journal of Biochemistry 1998, 258, 906-913.

Chiral synthons via combination of bio- and transition metal catalysis

F. P. J. T. Rutjes, H. Hiemstra, B. Kaptein, Q. B. Broxterman and H. E. Schoemaker
Chimica Oggi-Chemistry Today 1998, 16, 21-24.

A novel transition metal-catalyzed route to functionalized dihydropyrans and tetrahydrooxepines

F. P. J. T. Rutjes, T. M. Kooistra, H. Hiemstra and H. E. Schoemaker
Synlett 1998, 192-+.

 

1997

Ruthenium-catalyzed ring closing olefin metathesis of non- natural alpha-amino acids

F. P. J. T. Rutjes and H. E. Schoemaker
Tetrahedron Letters 1997, 38, 677-680.

Palladium-catalyzed coupling/cyclization reactions of allene- substituted lactams

W. F. J. Karstens, F. P. J. T. Rutjes and H. Hiemstra
Tetrahedron Letters 1997, 38, 6275-6278.

Resolution and some properties of (1,1')-bi(dibenzofuranyl)- 2,2'-diol (BIFOL)

A. E. S. Gelpke, J. Fraanje, K. Goubitz, H. Schenk and H. Hiemstra
Tetrahedron 1997, 53, 5899-5908.

Total synthesis of desoxoprosophylline: Application of a lactam-derived enol triflate to natural product synthesis

T. Luker, H. Hiemstra and W. N. Speckamp
Journal of Organic Chemistry 1997, 62, 3592-3596.

Synthesis and further reactivity of functionalized lactam- derived enol triflates

T. Luker, H. Hiemstra and W. N. Speckamp
Journal of Organic Chemistry 1997, 62, 8131-8140.

Application of enzymes in industrial organic synthesis

H. E. Schoemaker, W. H. J. Boesten, Q. B. Broxterman, E. C. Roos, B. Kaptein, W. J. J. vandenTweel, J. Kamphuis, E. M. Meijer and F. P. J. T. Rutjes
Chimia 1997, 51, 308-310.

Stereoselective synthesis of dihydropyrans via vinylsilane- terminated cyclizations of ester-substituted oxycarbenium ion intermediates

C. Semeyn, R. H. Blaauw, H. Hiemstra and W. N. Speckamp

Journal of Organic Chemistry 1997, 62, 3426-3427.

Synthesis of enantiopure (nor-)azatropanes via N- acylhydrazonium ion intermediates

N. M. Teerhuis, H. Hiemstra and W. N. Speckamp
Tetrahedron Letters 1997, 38, 155-158.

Synthesis of enantiopure aza-analogues of cocaine

N. M. Teerhuis, H. Hiemstra and W. N. Speckamp
Tetrahedron Letters 1997, 38, 159-162.

Oxazaborolidine catalysed enantioselective reduction of cyclic meso-imides

M. Ostendorf, R. Romagnoli, I. C. Pereiro, E. C. Roos, M. J. Moolenaar, W. N. Speckamp and H. Hiemstra
Tetrahedron-Asymmetry 1997, 8, 1773-1789.

Studies toward the total synthesis of the oxindole alkaloid gelsedine: An efficient allene-terminated N-acyliminium ion cyclization

W. G. B. vanHenegouwen and H. Hiemstra
Journal of Organic Chemistry 1997, 62, 8862-8867.

1996

Synthesis of bicyclic guanidines from pyrrolidin-2-one

S. Louwrier, A. Tuynman and H. Hiemstra
Tetrahedron 1996, 52, 2629-2646.

Studies towards the synthesis of (+)-ptilomycalin A; Stereoselective N-acyliminium ion coupling reactions to enantiopure C-2 substituted lactams

S. Louwrier, M. Ostendorf, A. Boom, H. Hiemstra and W. N. Speckamp
Tetrahedron 1996, 52, 2603-2628.

Studies towards the synthesis of guanidine alkaloids; Synthesis of a tricyclic guanidine from succinimide

S. Louwrier, M. Ostendorf, A. Tuynman and H. Hiemstra
Tetrahedron Letters 1996, 37, 905-908.

On the interaction of lignin peroxidase with lignin

H. E. Schoemaker and K. Piontek
Pure and Applied Chemistry 1996, 68, 2089-2096.

Crystal structure of (R)-1-acetyl-5-isopropoxy-1,5-dihydro- pyrrol-2-one, C9H13NO3 and its trans-tetracarbonyliron complex, Fe(CO)(4)(C9H13NO3)

K. Goubitz, F. R. Seljee, H. Schenk, W. J. Koot and H. Hiemstra
Zeitschrift Fur Kristallographie 1996, 211, 711-713.

Synthesis and reactivity of pyrrolidinone- and piperidinone- derived enol triflates

T. Luker, H. Hiemstra and W. N. Speckamp
Tetrahedron Letters 1996, 37, 8257-8260.

Crystal structure of (R)-5-isopropoxy-1-(toluene-4-sulfonyl)- 1,5-dihydropyrrol-2-one, C14H17NO4S and of its cis- tetracarbonyliron complex, Fe(CO)(4)(C14H17NO4S)

K. Goubitz, F. R. Seljee, H. Schenk, J. C. P. Hopman and H. Hiemstra
Zeitschrift Fur Kristallographie 1996, 211, 714-716.

Synthesis and x-ray crystal structure of (S)-9-hydroxymethyl- 1,5-diazabicyclo[4.3.0]non-5-ene, an enantiopure DBN-analogue

J. Dijkink, K. Eriksen, K. Goubitz, M. N. A. vanZanden and H. Hiemstra
Tetrahedron-Asymmetry 1996, 7, 515-524.

One bicyclic beta-lactam and two bicyclic gamma-lactam compounds

D. J. A. DeRidder, K. Goubitz, C. A. Reiss, H. Schenk and H. Hiemstra
Acta Crystallographica Section C-Crystal Structure Communications 1996,52,1473-1479.

Palladium(0)-catalyzed coupling reactions of an N- tosylpyrrolidinone-derived enamine triflate

P. Bernabe, F. P. J. T. Rutjes, H. Hiemstra and W. N. Speckamp
Tetrahedron Letters 1996, 37, 3561-3564.

BMS dissertations listed at 'UvA Dissertations Online'

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Published by  HIMS

23 January 2015