We thank Tobias Huber for excellent technical assistance, Evonik-Degussa GmbH, Amano Enzymes Inc., and Oriental Yeast Company Ltd. Japan for the generous supply of chemicals, and the Deutsche Forschungsgemeinschaft (DFG) for generous support within the priority programme SPP 1179 “Organokatalyse” (BE 998/11-1, GR 3461/2-1).
Sequential and Modular Synthesis of Chiral 1,3-Diols with Two Stereogenic Centers: Access to All Four Stereoisomers by Combination of Organo- and Biocatalysis†
Article first published online: 9 NOV 2009
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 48, Issue 49, pages 9355–9358, November 23, 2009
How to Cite
Baer, K., Kraußer, M., Burda, E., Hummel, W., Berkessel, A. and Gröger, H. (2009), Sequential and Modular Synthesis of Chiral 1,3-Diols with Two Stereogenic Centers: Access to All Four Stereoisomers by Combination of Organo- and Biocatalysis. Angew. Chem. Int. Ed., 48: 9355–9358. doi: 10.1002/anie.200900582
- Issue published online: 17 NOV 2009
- Article first published online: 9 NOV 2009
- Manuscript Revised: 6 MAY 2009
- Manuscript Received: 31 JAN 2009
- Deutsche Forschungsgemeinschaft (DFG). Grant Numbers: BE 998/11-1, GR 3461/2-1
- aldol reactions;
- asymmetric catalysis;
Biocompatible: A modular chemoenzymatic synthesis (see scheme) based on asymmetric organo- and biocatalytic reaction sequences allows the sequential construction of both stereogenic centers of 1,3-diols and leads to all four possible stereoisomers in enantiomerically pure form. The biocompatibility of the organocatalytic aldol reaction allows its direct use in the subsequent enzymatic reduction without the need for a work-up step.