Silver(I)-catalyzed asymmetric Mukaiyama aldol reaction

Enantiomer Pub Date : 2000-01-01
Ohkouchi, Yamaguchi, Yamagishi
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引用次数: 0

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.

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银(I)催化不对称Mukaiyama醛醇反应
阳离子Ag(I)-BINAP配合物已被证明是醛与硅烯醇醚衍生物间Mukaiyama醛醇反应的有效催化剂。AgPF6-BINAP在该反应中非常活跃,在温和的条件下可以实现高对映体过量。少量水的加入提高了反应活性,表明烯醇酸阴离子中间体的贡献。AgOAc-BINAP在非阳离子物种中表现出非常高的活性,但%ee较低。
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