A Heterobimetallic Ga/Yb-Schiff Base Complex for Catalytic Asymmetric α-Addition of Isocyanides to Aldehydes

被引：138

作者：

Mihara, Hisashi ^{[1
]}

Xu, Yingjie ^{[1
]}

Shepherd, Nicholas E. ^{[1
]}

Matsunaga, Shigeki ^{[1
]}

Shibasaki, Masakatsu ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 24期

关键词：

PASSERINI-TYPE REACTIONS; EPOXIDES;

D O I：

10.1021/ja903158x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Development of a new heterobimetallic Ga(O-iPr)(3)/Yb(OTf)(3)/Schiff base 2d complex for catalytic asymmetric alpha-additions of isocyanides to aldehydes is described. Schiff base 2d derived from o-vanillin was suitable to utilize cationic rare earth metal triflates with good Lewis acidity in bimetallic Schiff base catalysis. The Ga(O-iPr)(3)/Yb(OTf)(3)/Schiff base 2d complex promoted asymmetric a-additions of alpha-isocyanoacetamides to aryl, heteroaryl, alkenyl, and alkyl aldehydes in good to excellent enantioselectivity (88-98% ee).

引用

页码：8384 / +

页数：3

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