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
收藏
页码：5051 / 5055
页数：5
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