Organocatalytic asymmetric tandem Michael-Henry reactions: A highly stereoselective synthesis of multifunctionalized cyclohexanes with two quaternary stereocenters

被引：126

作者：

Tan, Bin ^{[1
]}

Chua, Pei Juan ^{[1
]}

Li, Yongxin ^{[1
]}

Zhong, Guofu ^{[1
]}

机构：

[1] Nanyang Technol Univ, Sch Math & Phys Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 12期

关键词：

D O I：

10.1021/ol8007183

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel organocatalytic asymmetric tandem Michael-Henry reaction catalyzed by 9-amino-9-deoxyepiquinine (VI) has been developed. The reaction was efficiently catalyzed by catalyst A to give highly functionalized cyclohexanes with four stereogenic carbons including two quaternary stereocenters in excellent enantioselectivities (97 to >99% ee) and high diastereoselectivities (93:7-99:1 dr). Thus, the first organocatalytic asymmetric Henry reaction of common ketones as acceptors is shown.

引用

页码：2437 / 2440

页数：4

共 66 条

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