Ru-catalyzed asymmetric hydrogenation of α-ketoesters with CeCl3•7H2O as additive

被引：66

作者：

Sun, YH

Wan, XB

Wang, JP

Meng, QH

Zhang, HW

Jiang, LJ

Zhang, ZG ^{[1
]}

机构：

[1] Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200240, Peoples R China

[2] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 24期

关键词：

D O I：

10.1021/ol052212c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient asymmetric hydrogenation of alpha-ketoesters is reported with use of a catalyst prepared from [Ru((S)-3)(benzene)Cl]Cl and CeCl3-7H(2)O. a-Hydroxy esters are obtained in up to 96% ee. The addition of CeCl3-7H(2)O not only improves the enantioselectivity, but also enhances the stability of the catalyst. As a result, the hydrogenation of methyl benzoylformate affords the product with 92% ee with a substrate/catalyst ratio of 10 000. Hydrolysis of 2 provides the final compound with 83% yield at 99% ee after a single recrystallization from 1,2-dichloroethylene.

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页码：5425 / 5427

页数：3

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