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银(I)催化的不对称 Mukaiyama 羟醛缩合反应。

Silver(I)-catalyzed asymmetric Mukaiyama aldol reaction.

作者信息

Ohkouchi M, Yamaguchi M, Yamagishi T

机构信息

Department of Applied Chemistry, Graduate School of Engineering, Tokyo Metropolitan University, Japan.

出版信息

Enantiomer. 2000;5(1):71-81.

Abstract

Cationic Ag(I)-BINAP complex has been shown to be an effective catalyst for Mukaiyama aldol reaction between aldehyde and silyl enol ether derivatives. AgPF6-BINAP is very active in this reaction and can achieve high enantiomeric excess under mild conditions. Addition of a small amount of water enhanced the reactivity to suggest the contribution of enolate anion intermediate. AgOAc-BINAP, which in noncationic species, showed an extraordinary high activity although %ee was low.

摘要

阳离子型Ag(I)-联萘二苯基膦配合物已被证明是醛与硅烯醇醚衍生物之间Mukaiyama羟醛反应的有效催化剂。AgPF6-联萘二苯基膦在该反应中非常活跃,并且在温和条件下可实现高对映体过量。加入少量水可提高反应活性,这表明烯醇负离子中间体起到了作用。非阳离子型的AgOAc-联萘二苯基膦表现出极高的活性,尽管对映体过量百分数较低。

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