Publications

Publications

S. Immel, M. Köck, M. Reggelin, “Configurational Analysis by Residual Dipolar Couplings: A Critical Assessment of Diastereomeric Differentiabilities”, Chirality 2019, 31, 384-400. DOI: 10.1002/chir.23065.
Philippe Lesot, Philippe Berdagué, Abdelkrim Meddour, Alexander Kreiter nee Proskurjakov, Markus Noll and Michael Reggelin, “2H and 13C NMR-based Enantiodetection using Polyacetylene versus Polypeptide Aligning Media: Versatile and Complementary Tools for Chemists”, ChemPlusChem 2019, 84, 144-153. DOI: 10.1002/cplu.201800493
S. Immel, M. Köck, M. Reggelin, “Configurational Analysis by Residual Dipolar Coupling Driven Floating Chirality Distance Geometry Calculations”, Chem. Eur. J. 2018, 24, 13918-13930. DOI: 10.1002/chem.201802800.
Malin Reller, Svenja Wesp, Martin R. M. Koos, Michael Reggelin, Burkhard Luy “Biphasic Liquid Crystal and the Simultaneous Measurement of Isotropic and Anisotropic Parameters by Spatially Resolved NMR Spectroscopy”, Chem. Eur. J. 2017, 23, 13351-13359. DOI: 10.1002/chem.201702126.
M. Hempe, L. Schnellbächer, T. Wiesner, M. Reggelin “Meta- and para-functionalized thermally crosslinkable OLED-materials through selective transition-metal catalyzed cross-coupling reactions”, Synthesis, 2017, 49, 4489-4499. DOI: 10.1055/s-0036-1590824
J. Kühl, M. Reggelin, “3-Oxo-1,3λ6,4-oxathiazines: A Novel Class of Heterocyclic S,O-Acetals”, Synthesis 2017, 49, 403-408. DOI: 10.1055/s-0036-1588679.
J. Kühl, M. Reggelin, “3-Oxo-1,3λ6,4-oxathiazines: A Novel Class of Heterocyclic S,O -Acetals”, Synform 2017, A77-A79. DOI: 10.1055/s-0036-1590277.
J. Kühl, M. Reggelin, “A New Class of Enantiopure Oxathiazines”, Synfacts 2017, 13, 239. DOI: 10.1055/s-0036-1590037.
M. M. Hoffmann, S. Bothe, T. Gutmann, F.-F. Hartmann, M. Reggelin, G. Buntkowsky, “Directly vs Indirectly Enhanced 13C in Dynamic Nuclear Polarization Magic Angle Spinning NMR Experiments of Nonionic Surfactant Systems”, J. Phys. Chem. C 2017, 121, 2418-2427. DOI: 10.1021/acs.jpcc.6b13087.
J. Scholz, M. Reggelin, “Synthesis of diisocyanides with phenolic groups and their polymerization to helically chiral poly(quinoxaline-2,3-diyl)s”, Journal of Polymer Science Part A: Polymer Chemistry 2015, 53, 1320-1329. DOI: 10.1002/pola.27580.
M. Reggelin, “Makromolekulare Schlingpflanzen: Helikal-chirale Polymere in Synthese und Analytik” Labor&More 2013, 30.
M. Pitzer, M. Kunitski, A. S. Johnson, T. Jahnke, H. Sann, F. Sturm, L. P. H. Schmidt, H. Schmidt-Böcking, R. Dörner, J. Stohner, J. Kiedrowski, M. Reggelin, S. Marquardt, A. Schießer, R. Berger, M. S. Schöffler, “Direct Determination of Absolute Molecular Stereochemistry in Gas Phase by Coulomb Explosion Imaging”, Science 2013, 341, 1096-1100. DOI: 10.1126/science.1240362.
M. Reggelin, C. Mehler, J. P. Kaiser, “Synthesis of Bis(4-methylphenylsulfonimidoyl)methane – The First ‘Free' Geminal Bis(sulfoximine)”, Synlett 2012, 23, 1095-1098. DOI: 10.1055/s-0031-1290759.
N.-C. Meyer, A. Krupp, V. Schmidts, C. M. Thiele, M. Reggelin, “Polyacetylenes as Enantiodifferentiating Alignment Media”, Angew. Chem. Int. Ed. 2012, 51, 8334-8338. DOI: 10.1002/anie.201201891.
A. Krupp, M. Reggelin, “Phenylalanine-based polyarylacetylenes as enantiomer-differentiating alignment media”, Magn. Reson. Chem. 2012, 50, 45-52. DOI: 10.1002/mrc.3894.
A. F. Khlebnikov, S. I. Kozhushkov, D. S. Yufit, H. Schill, M. Reggelin, V. Spohr, A. deMeijere, “A Novel Type of Chiral Triangulane-Based Diphosphane Ligands for Transition Metals”, Eur. J. Org. Chem. 2012, 1530-1545. DOI: 10.1002/ejoc.201101715.
R. Berger, J. Courtieu, R. R. Gil, C. Griesinger, M. Köck, P. Lesot, B. Luy, D. Merlet, A. Navarro-Vázquez, M. Reggelin, U. M. Reinscheid, C. M. Thiele, M. Zweckstetter, “Is Enantiomer Assignment Possible by NMR Spectroscopy Using Residual Dipolar Couplings from Chiral Nonracemic Alignment Media?—A Critical Assessment”, Angew. Chem. Int. Ed. 2012, 51, 8388-8391. DOI: 10.1002/anie.201107626.
H. Koolman, T. Heinrich, M. Reggelin, “Novel Syntheses of Variably Substituted Pyrrolo[2,3-d]thiazoles”, Synthesis 2010, 3152-3162. DOI: 10.1055/s-0030-1258159.
L. Arnold, A. Marx, C. Thiele, M. Reggelin, “Polyguanidines as Chiral Orienting Media for Organic Compounds”, Chem. Eur. J. 2010, 16, 10342-10346. DOI: 10.1002/chem.201000940.
M. Reggelin, J. Scholz, M. Hamburger, “Helically Chiral Poly(quinoxalin-2,3-diyl)s: Toward the Synthesis of Stereoregular Polymeric Organocatalysts”, J. Polym. Sci., Part A: Polym. Chem. 2009, 47, 4830-4839. DOI: 10.1002/Pola.23540.
H. Koolman, T. Heinrich, H. Böttcher, W. Rautenberg, M. Reggelin, “Syntheses of novel 2,3-diaryl-substituted 5-cyano-4-azaindoles exhibiting c-Met inhibition activity”, Bioorg. Med. Chem. Lett. 2009, 19, 1879-1882. DOI: 10.1016/j.bmcl.2009.02.069.
M. Reggelin, S. Slavik, P. Bühle, “C-C bond-forming desulfurizations of sulfoximines”, Org. Lett. 2008, 10, 4081-4084. DOI: 10.1021/ol8015995
M. Reggelin, “[2,3]-sigmatropic rearrangements of allylic sulfur compounds”, Sulfur-Mediated Rearrangements Ii 2007, 275, 1-65. DOI: 10.1007/128_2006_103.
J. W. Bats, M. Gerlach, M. Reggelin, M. Köck, “2-Hydroxy-4,6-dimethoxy-3-(3-methylbutanoyl)benzaldehyde”, Acta Crystallographica. Section C, Crystal Structure Communications 2007, C63, o664-o666. DOI: 10.1107/S0108270107048044
M. Reggelin, V. Spohr, J. P. Kaiser, “C-phosphanylated sulfoximines: synthesis and applications in asymmetric allylic substitution reactions”, Tetrahedron-Asymmetry 2006, 17, 500-503. DOI: 10.1016/j.tetasy.2006.01.008.
M. Reggelin, J. Kühl, J. P. Kaiser, P. Bühle, “Synthesis of highly functionalized azabicycles via 2-alkenyl sulfoximines”, Synthesis 2006, 2224-2232. DOI: 10.1055/s-2006-942427.
M. Reggelin, B. Junker, T. Heinrich, S. Slavik, P. Bühle, “Asymmetric synthesis of highly substituted azapolycyclic compounds via 2-alkenyl sulfoximines: Potential scaffolds for peptide mimetics”, J. Am. Chem. Soc. 2006, 128, 4023-4034. DOI: 10.1021/ja057012a.
M. Reggelin, C. A. Müller, T. Hoffart, M. Holbach, “Pyridyl N-oxide substituted helically chiral poly(methacrylate)s in asymmetric organocatalysis”, Macromolecules 2005, 38, 5375-5380. DOI: 10.1021/ma0503357.
M. Reggelin, “Chemical Structure, Spatial Arrangement, The Early History of Stereochemistry by Peter J. Ramberg”, Angew. Chem. Int. Ed. 200544, 669-671. DOI: 10.1002/anie.200385073.
M. Reggelin, H. Weinberger, V. Spohr, “Geminal bis(sulfoximine)s: Synthesis and applications in asymmetric catalysis”, Adv. Synth. Catal. 2004, 346, 1295-1306. DOI: 10.1002/adsc.200404164.
M. Reggelin, S. Dörr, M. Klußmann, M. Schultz, M. Holbach, “Helically chiral polymers: a class of ligands for asymmetric catalysis”, Proc. Natl. Acad. Sci. U.S.A. 2004 101, 5461-5466. DOI: 10.1073/pnas.0307443101
M. Reggelin, S. Dörr, “A modified low-cost preparation of chloromethyl methyl ether (MOM-Cl)”, Synlett 2004, 1117-1117. DOI: 10.1055/s-2004-820049.
M. Reggelin, M. Schultz, M. Holbach, “Helical chiral polymers without additional stereogenic units: a new class of ligands in asymmetric catalysis”, Angew. Chem., Int. Ed. 2002, 41, 1614-1617. DOI: 10.1002/1521-3773(20020503)41:9<1614::AID-ANIE1614>3.0.CO;2-5.
M. Reggelin, B. Junker, “Cyclic sulfonimidates by dynamic diastereomer-differentiating cyclisation: Large-scale synthesis and mechanistic studies”, Chem. Eur. J. 2001, 7, 1232-1239. DOI: 10.1002/1521-3765(20010316)7:6<1232::AID-CHEM1232>3.0.CO;2-L.
M. Kollmar, B. Goldfuss, M. Reggelin, F. Rominger, G. Helmchen, “(Phosphinooxazoline)palladium complexes. Part I. (?3-1,3-dialkylallyl)(phosphinooxazoline)palladium complexes: X-ray crystallographic studies, NMR investigations, and quantum-chemical calculations”, Chem. Eur. J. 2001, 7, 4913-4927. DOI: 10.1002/1521-3765(20011119)7:22<4913::AID-CHEM4913>3.0.CO;2-7.
B.Junker, M.Reggelin, D.Schollmeyer, CCDC 166885: Experimental Crystal Structure Determination, 2001, DOI: 10.5517/cc5lnds; Refcode: YEGQEG
M. Reggelin, C. Zur, “Sulfoximines: Structures, properties and synthetic applications”, Synthesis 2000, 1-64. DOI: 10.1055/s-2000-6217.
M. Reggelin, V. Brenig, C. Zur, “Asymmetric Aldol Reactions on a Soluble Polymeric Support”, Org. Lett. 2000, 2, 531-533. DOI: 10.1021/ol991383c.
M. Reggelin, “The renaissance of soluble polymers”, Org. Synth. Highlights IV 2000, 322-327. DOI:
M. Reggelin, “Polymeric catalysts”, Org. Synth. Highlights IV 2000, 328-336. DOI:
C. Griesinger, J. Junker, B. Reif, H. Steinhagen, B. Junker, I. C. Felli, M. Reggelin, “Structure determination of a key intermediate of the enantioselective Pd complex catalyzed allylic substitution reaction”, Chem. Eur. J. 2000, 6, 3281-3286. DOI: 10.1002/1521-3765(20000901)6:17<3281::AID-CHEM3281>3.0.CO;2-I.
M. Reggelin, M. Gerlach, M. Vogt, “Metallated 2-alkenyl sulfoximines in asymmetric synthesis. Regio- and stereoselective synthesis of highly substituted oxabicyclic ethers and studies towards the total syntheses of the euglobals G1 and G2 and arenaran A”, Eur. J. Org. Chem. 1999, 1011-1031. DOI: 10.1002/(SICI)1099-0690(199905)1999:5<1011::AID-EJOC1011>3.0.CO;2-H
T. Heinrich, M. Reggelin, J. W. Bats, “(+)-(2S,3S,4S,5S,RS)-4-Hydroxy-2-{N-[(R)-1-Hydroxy-3-methylbut-2-yl]-4-methylphenylsulfonimidoylmethyl}-3-methyl-1-azabicyclo[3.3.0]octane at 153K”, Acta Cryst. 1999, C55, IUC9900131. DOI:
J. W. Bats, T. Heinrich, M. Reggelin, “(-)-(2S,3S,4S,5R,RS)-1-tert-Butoxycarbonyl-3-hydroxy-5-(1(S)-{N-[(R)-1-hydroxy-3-methylbut-2-yl]-4-methylphenylsulfonimidoyl}ethyl)-4-methyl-2-phenylpyrrolidine at 133K”, Acta Cryst. 1999, C55, IUC9900114. DOI:
J. W. Bats, T. Heinrich, M. Reggelin, “(+)-(2S,3S,4S,5S)-3-[3,5-Bis(trifluoromethyl)benzyloxy]-N-(tert-butoxycarbonyl)-4,5-dimethyl-2-phenylpyrrolidine, (I), and (+)-(2S,3S,4S,5S)-3-[3,5-bis(trifluoromethyl)benzyloxy]-4,5-dimethyl-2-phenylpyrrolidinium p-toluenesulfonate, (II), at 134K”, Acta Cryst. 1999, C55, IUC9900121. DOI:
J. W. Bats, B. Berger, M. Gerlach, M. Reggelin, “(+)-(1R,5S,6R)-1-[3-(9,9-Dimethyl-4,4-dioxo-4[lambda]6-thiatricyclo[6.1.1.02,6]dec-2-en-5-yl)-2-tert-butyldimethylsilyloxy-4,6-dimethoxyphenyl]-3-methylbutan-1-one methyl tert-butyl ethersolvate at 133K”, Acta Cryst. Section C 1999, 55, IUC9900002. DOI: 10.1107/S0108270199099837.
B. Reif, H. Steinhagen, B. Junker, M. Reggelin, C. Griesinger, “Determination of the Orientation of a Distant Bond Vector in a Molecular Reference Frame by Cross-Correlated Relaxation of Nuclear Spins”, Angew. Chem. Int. Ed. 1998, 37, 1903-1906. DOI: 10.1002/(SICI)1521-3773(19980803)37:13/14<1903::AID-ANIE1903>3.0.CO;2-Y.
M. Reggelin, T. Heinrich, B. Junker, J. Antel, U. Preuschoff (Solvay Pharmaceuticals G.m.b.H., Germany) Method for stereochemically controlled preparation of isomerically pure highly substituted azacycloalkanamines and -ols: Patent WO 9958500 A1 19991118 WO 1999-DE1417 19990510 DE 19921580 A1 19991125 DE 1999-19921580 19990510 DE 1998-19821418 19980513, 1998;
M. Reggelin, T. Heinrich, “Metalated 2-alkenylsulfoximides in asymmetric synthesis: Diastereoselective preparation of highly substituted pyrrolidine derivatives”, Angew. Chem. Int. Ed. 1998, 37, 2883-2886. DOI: 10.1002/(Sici)1521-3773(19981102)37:20<2883::Aid-Anie2883>3.0.Co;2-Y.
M. Reggelin, V. Brenig, R. Welcker, “Towards polyketide libraries – II: Synthesis of chiral aracemic di- and triketides on a solid support”, Tetrahedron Lett. 1998, 39, 4801-4804. DOI: 10.1016/S0040-4039(98)00924-1.
G. Helmchen, H. Steinhagen, M. Reggelin, S. Kudis, “Asymmetric allylic substitutions with palladium complexes of phosphinooxazolines as ligands – preparative and mechanistic aspects”, Selective Reactions of Metal-Activated Molecules, Proceedings of the Symposium, 3rd, Wuerzburg, Germany, Sept. 17-19, 1997 1998, 105-115. DOI:
J. W. Bats, T. Heinrich, M. Reggelin, “(2S,3R,5S)-2-Benzyl-N-(tert-butoxycarbonyl)-3-hydroxy-5-methylpyrrolidine at 158K”, Acta Cryst. 1998, C54, IUC9800039. DOI:
J. W. Bats, T. Heinrich, M. Reggelin, “(2S,3R,4R,5R)-2-Benzyl-N-(tert-butoxycarbonyl)-3-hydroxy-4,5-dimethylpyrrolidine at 133 K”, Acta Cryst. 1998, C54, IUC9800033. DOI:
H. Steinhagen, M. Reggelin, G. Helmchen, “Palladium-Catalyzed Allylic Alkylation with Phosphinoaryldihydrooxazole Ligands: First Evidence and NMR Spectroscopic Structure Determination of a Primary Olefin–Pd0 Complex”, Angewandte Chemie International Edition in English 1997, 36, 2108-2110. DOI: 10.1002/anie.199721081.
H. Steinhagen, M. Reggelin, G. Helmchen, “Palladium-catalyzed allylic alkylation with phosphinoaryldihydrooxazole ligands: First evidence and NMR spectroscopic structure determination of a primary olefin-Pd-0 complex”, Angew. Chem. Int. Ed. 1997, 36, 2108-2110. DOI: 10.1002/anie.199721081
M. Reggelin, H. Weinberger, T. Heinrich, “Metalated 2-alkenyl sulfoximines in asymmetric synthesis. Regio- and stereoselective synthesis of highly substituted tetrahydrofurans”, Liebigs Ann. Recl. 1997, 1881-1886. DOI: 10.1002/jlac.199719970912
M. Reggelin, “Nonlinear effects in asymmetric synthesis”, Nachrichten Aus Chemie Technik Und Laboratorium 1997, 45, 392-396. DOI:
M. Reggelin, “Reservoir effects and asymmetric autocatalysis”, Nachrichten Aus Chemie Technik Und Laboratorium 1997, 45, 622-&. DOI:
M. Reggelin, “EPC synthesis by dynamic differentiation of stereoisomers”, Nachrichten Aus Chemie Technik Und Laboratorium 1997, 45, 789-793. DOI:
M. Reggelin, “Reservoir-Effekte und asymmetrische Autokatalyse”, Nachrichten aus Chemie, Technik und Laboratorium 1997, 45, 622-627. DOI:
723 M. Reggelin, “Renaissance der löslichen Polymere”, Nachr. Chem., Tech. Lab. 1997, 45, 1002-1006. DOI:
M. Reggelin, “Polymer catalysts”, Nachr. Chem., Tech. Lab. 1997, 45, 1196-1201. DOI:
D. Hoppe, P. Tebben, M. Reggelin, M. Bolte, “Highly diastereoselective, nucleophilic alkenoylation of enantiopure a-oxy and a-amino alkanals by lithiated 1-(4-toluenesulfonyl)alk-2-enyl carbamates. Revision of the stereochemistry and application to the synthesis of a dihydroxyethylene dipeptide isostere”, Synthesis 1997, 183-190. DOI: 10.1055/s-1997-1156
M. Reggelin, H. Weinberger, M. Gerlach, R. Welcker, “Metalated 2-Alkenylsulfoximines: Efficient Solutions for Asymmetric d3-Synthons”, J. Am. Chem. Soc. 1996, 118, 4765-4777. DOI: 10.1021/ja9530735.
M. Reggelin, V. Brenig, “Towards polyketide libraries: Iterative, asymmetric aldol reactions on a solid support”, Tetrahedron Lett. 1996, 37, 6851-6852. DOI: 10.1016/0040-4039(96)01527-4.
60 M. Köck, B. Reif, M. Gerlach, M. Reggelin, “Application of the 1,n-ADEQUATE experiment in the assignment of highly substituted aromatic compounds”, Molecules 1996, 1, 41-45. Open-Access
M. Reggelin, R. Welcker, “New stereocontrolled synthesis of cyclic sulfonimidates”, Tetrahedron Lett. 1995, 36, 5885-5886. DOI: 10.1016/0040-4039(95)01195-N.
T. Geppert, M. Koeck, M. Reggelin, C. Griesinger, “Fast NOESY for micromolecules without compromise in distance accuracy”, J. Magn. Reson., Ser. B 1995, 107, 91-93. DOI: 10.1006/jmrb.1995.1064
W. Tochtermann, N. Sdunnus, C. Wolff, M. Reggelin, “Synthesis of medium and large rings, XXXVI. Synthesis of a bridged bicyclo[2.1.0]pentane derivative with inside configuration”, Chem. Ber. 1994, 127, 1263-1267. DOI: 10.1002/cber.19941270714.
J. Sprinz, M. Kiefer, G. Helmchen, Reggelin, “Catalysis of allylic substitutions by Pd complexes of oxazolines containing an additional P, S, or Se center. X-ray crystal structures and solution structures of chiral .pi.-allyl palladium complexes of phosphinoaryloxazolines”, Tetrahedron Lett. 1994, 35, 1523-1526. DOI: 10.1016/S0040-4039(00)76748-7
M. Reggelin, H. Weinberger, “Metalated 2-Alkenylsulfoximines – Reactivity and Nmr-Spectroscopic Studies”, Phosphorus Sulfur and Silicon and the Related Elements 1994, 95-6, 341-342. DOI: 10.1080/10426509408034229
M. Reggelin, H. Weinberger, “Diastereoselective hydroxyalkylation of enantiomerically pure 2-alkenylsulfoximides”, Angew. Chem. Int. Ed. 1994, 33, 444-446. DOI: 10.1002/anie.199404441.
M. Reggelin, M. Köck, K. Conde-Frieboes, “Determination of the relative configuration by distance geometry calculations with proton-proton distances from NOESY spectra”, Angew. Chem. 1994, 106, 822-824. DOI: 10.1002/anie.199407531
M. Reggelin, H. Weinberger, “One-pot synthesis of (S)-4-isopropyl-2-p-toluene-4,5-dihydro-[1,2l6,3]oxathiazole 2-oxides: efficient precursors of optically active sulfoximines”, Tetrahedron Lett. 1992, 33, 6959-6962. DOI: 10.1016/S0040-4039(00)60906-1.
M. Reggelin, H. Hoffmann, M. Köck, D. F. Mierke, “Determination of Conformation and Relative Configuration of a Small, Rapidly Tumbling Molecule in Solution by Combined Application of NOESY and Restrained MD Calculations”, J. Am. Chem. Soc. 1992, 114, 3272-3277. DOI: 10.1021/ja00035a018.
D. F. Mierke, M. Reggelin, “Simultaneous determination of conformation and configuration using distance geometry”, J. Org. Chem. 1992, 57, 6365-6367. DOI: 10.1021/jo00049a062.
D. Seebach, S. Y. Ko, H. Kessler, M. Köck, M. Reggelin, P. Schmieder, M. D. Walkinshaw, J. J. Boelsterli, D. Bevec, “Thiocyclosporins: preparation, solution and crystal structure, and immunosuppressive activity”, Helv. Chim. Acta 1991, 74, 1953-1990. DOI: 10.1002/hlca.19910740833.
H. Kessler, P. Schmieder, M. Koeck, M. Reggelin, “Selection of methyl resonances in proton-detected heteronuclear shift correlation, the HQQC experiment”, J. Magn. Reson. 1991, 91, 375-379. DOI: 10.1016/0022-2364(91)90199-4.
P. Tebben, M. Reggelin, D. Hoppe, “Enantiomerically Pure Alpha',Beta'-Difunctionalized Alpha,Beta-Enones by Highly Diastereoselective Nucleophilic Alkenoylation of Chiral Aldehydes”, Tetrahedron Lett. 1989, 30, 2919-2922. DOI: 10.1016/S0040-4039(00)99158-5.
714 M. Reggelin, P. Tebben, D. Hoppe, “Synthesis and deprotonation of 1-(p-toluenesulfonyl)-2-alkenyl carbamates. Dichotomous achiral d1 and chiral d3 reagents for carbonyl addition directed by metal exchange”, Tetrahedron Lett. 1989, 30, 2915-2918. DOI: 10.1016/S0040-4039(00)99157-3.