Premium
Base–Base Bifunctional Catalysis: A Practical Strategy for Asymmetric Michael Addition of Malonates to α,β‐Unsaturated Aldehydes
Author(s) -
Wang Yongcan,
Li Pengfei,
Liang Xinmiao,
Ye Jinxing
Publication year - 2008
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.200800070
Subject(s) - bifunctional , chemistry , base (topology) , catalysis , lewis acids and bases , michael reaction , pyrrolidine , bifunctional catalyst , organic chemistry , lithium (medication) , enantioselective synthesis , medicinal chemistry , mathematical analysis , mathematics , medicine , endocrinology
Lewis base–Brønsted base bifunctional catalysis is a novel and practical strategy for the asymmetric Michael addition. The addition of malonates to a series of α,β‐unsaturated aldehydes can take place under base–base bifunctional catalytic conditions using 0.5–5 mol% of ( S )‐2‐[diphenyl(trimethylsilyloxy)methyl]pyrrolidine as catalyst and 5–30 mol% of lithium 4‐fluorobenzoate as additive base with up to 99% ee .