Synthesis of Optically Active β ‐ Alkyl ‐ α ‐ methylene ‐ δ ‐ butyro ‐lactones from Enantioselective Biotransformation of Nitriles, an Unusual Inversion of Enantioselectivity † | Zendy

Zhao ShengMin | Zendy; Wang MeiXiang | Zendy

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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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