Asymmetric 1,4-addition of alkenylzirconium reagents to α,β-unsaturated ketones catalyzed by chiral rhodium complexes

被引：47

作者：

Oi, S ^{[1
]}

Sato, T ^{[1
]}

Inoue, Y ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Engn, Dept Biomol Engn, Sendai, Miyagi 9808579, Japan

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 26期

关键词：

asymmetric 1,4-addition; alkenylzirconium; rhodium catalyst; alpha; beta-enone;

D O I：

10.1016/j.tetlet.2004.04.171

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly enantioselective 1,4-addition of alkenylzirconocene chlorides to alpha-enones Was found to be catalyzed by a chiral rhodium complex generated from [Rh(cod)(MeCN)(2)]BF4 and (S)-BINAP. The reaction can be applied to either cyclic or acyclic enones and the optical yield was LIP to 99% ee. The reaction mechanism would involve the transmetalation between the alkenylzirconocene chloride and the rhodium complex to give the alkenylrhodium species as a key intermediate. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：5051 / 5055

页数：5

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