Highly enantioselective organocatalytic Biginelli reaction

被引：308

作者：

Chen, Xiao-Hua

Xu, Xiao-Ying

Liu, Hua

Cun, Lin-Feng

Gong, Liu-Zhu ^{[1
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China

[2] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China

[3] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China

[4] Chinese Acad Sci, Grad Sch, Beijing, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 46期

关键词：

D O I：

10.1021/ja065267y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of binol- and H8-binol-based phosphoric acids have for the first time been evaluated for their ability to catalyze Biginelli reactions of aldehydes, thiourea or urea, and β-keto esters. A new chiral phosphoric acid, derived from 3,3′-diphenyl-H8-binol, exhibited superior catalytic activity and enantioselectivity compared to its structural analogues, affording high enantioselectivities ranging from 85 to 97% ee with a wide scope of substrates. A metal-free preparation of optically active monastrol was achieved on the basis of the current process. Copyright © 2006 American Chemical Society.

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页码：14802 / 14803

页数：2

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