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Convenient Preparation of Chiral α , β ‐Epoxy Ketones via Claisen–Schmidt Condensation‐Epoxidation Sequence
Author(s) -
Wang Yongcan,
Ye Jinxing,
Liang Xinmiao
Publication year - 2007
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200600592
Subject(s) - epoxy , chemistry , sequence (biology) , condensation , catalysis , claisen rearrangement , organic chemistry , enantioselective synthesis , claisen condensation , biochemistry , physics , thermodynamics
A novel Clasisen–Schmidt condensation‐epoxidation sequence of aldehydes and ketones was developed to produce a series of chiral α,β ‐epoxy ketones under asymmetric phase‐transfer catalytic conditions. The organocatalytic method reported here can afford chiral α,β ‐epoxy ketones under mild conditions with moderate to good yields and up to 96 % ee .