Base–Base Bifunctional Catalysis: A Practical Strategy for Asymmetric Michael Addition of Malonates to α,β‐Unsaturated Aldehydes | Zendy

Wang Yongcan | Zendy; Li Pengfei | Zendy; Liang Xinmiao | Zendy; Ye Jinxing | Zendy

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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 .

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