Highly Efficient Route for Enantioselective Preparation of Chlorohydrins via Dynamic Kinetic Resolution
- 26 September 2008
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 10 (21) , 4807-4810
- https://doi.org/10.1021/ol801749z
Abstract
Dynamic kinetic resolution (DKR) of various aromatic chlorohydrins with the use of Pseudomonas cepacia lipase (PS-C “Amano” II) and ruthenium catalyst 1 afforded chlorohydrin acetates in high yields and high enantiomeric excesses. These optically pure chlorohydrin acetates are useful synthetic intermediates and can be transformed to a range of important chiral compounds.This publication has 24 references indexed in Scilit:
- Enantiopure 1,5-Diols from Dynamic Kinetic Asymmetric Transformation. Useful Synthetic Intermediates for the Preparation of Chiral HeterocyclesOrganic Letters, 2008
- Enzymatic Resolution of Chlorohydrins for the Synthesis of Enantiomerically Enriched 2-VinyloxiranesSynlett, 2007
- Large-scale ruthenium- and enzyme-catalyzed dynamic kinetic resolution of (rac)-1-phenylethanolBeilstein Journal of Organic Chemistry, 2007
- Practical Two‐Step Synthesis of an Enantiopure Aliphatic Terminal (S)‐Epoxide Based on Reduction of Haloalkanones with “Designer Cells”Advanced Synthesis & Catalysis, 2007
- An Enantioselective Route to α-Methyl Carboxylic Acids via Metal and Enzyme CatalysisOrganic Letters, 2007
- Non‐Racemic Halohydrins via Biocatalytic Hydrogen‐Transfer Reduction of Halo‐Ketones and One‐Pot Cascade Reaction to Enantiopure EpoxidesAdvanced Synthesis & Catalysis, 2005
- Highly Compatible Metal and Enzyme Catalysts for Efficient Dynamic Kinetic Resolution of Alcohols at Ambient TemperatureAngewandte Chemie International Edition in English, 2004
- Combination of Enzymes and Metal Catalysts. A Powerful Approach in Asymmetric CatalysisChemical Reviews, 2003
- Chemoenzymatic Dynamic Kinetic Resolution of β-Halo Alcohols. An Efficient Route to Chiral EpoxidesThe Journal of Organic Chemistry, 2002
- Development of a Practical, Safe, and High-Yielding Process for the Preparation of Enantiomerically Pure trans-Cyclopropane Carboxylic AcidOrganic Process Research & Development, 2002