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Synthesis of Optically Active β ‐ Alkyl ‐ α ‐ methylene ‐ δ ‐ butyro ‐lactones from Enantioselective Biotransformation of Nitriles, an Unusual Inversion of Enantioselectivity †
Author(s) -
Zhao ShengMin,
Wang MeiXiang
Publication year - 2002
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20020201124
Subject(s) - chemistry , enantioselective synthesis , methylene , optically active , biotransformation , alkyl , hydrolysis , amidase , stereochemistry , organic chemistry , catalysis , medicinal chemistry , enzyme
A new approach to optically active β‐alkyl‐α‐methylene‐δ‐butyrolactone derivatives was reported from the Rhodococcus sp. AJ270‐catalyzed hydrolysis of appropriate nitriles. The inversion of enantioselectivity of the amidase has been observed when a methyl protection was introduced into the hydroxy group of the parent substrate.

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