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Enantioselective One‐Pot Two‐Step Synthesis of Hydrophobic Allylic Alcohols in Aqueous Medium through the Combination of a Wittig Reaction and an Enzymatic Ketone Reduction
Author(s) -
Kraußer Marina,
Hummel Werner,
Gröger Harald
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700647
Subject(s) - chemistry , allylic rearrangement , wittig reaction , enantioselective synthesis , ketone , organic chemistry , biotransformation , catalysis , combinatorial chemistry , enzyme
A one‐pot two‐step process for the enantioselective synthesis of hydrophobic allylic alcohols was developed, which comprises ketone formation by the Wittig reaction and their enzymatic in situ biotransformation into the desired target products. By means of this combined Wittig reaction and bioreduction, the allylic alcohols were prepared with conversions of up to 90 %, and with excellent enantioselectivities of >99 % ee . (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)