Control of four stereocenters in an organocatalytic domino double Michael reaction: Efficient synthesis of multisubstituted cyclopentanes

被引：112

作者：

Tan, Bin ^{[1
]}

Shi, Zugui ^{[1
]}

Chua, Pei Juan ^{[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 / 16期

关键词：

D O I：

10.1021/ol801246m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly enantioselective and diastereoselective domino organocatalytic double Michael reaction which provides expedited access to multifunctionalized five-membered rings catalyzed by 9-amino-9-deoxyepiquinine (V) has been developed. Simple operational procedures, high yields (81-92%), excellent enantioselectivity (90-97% ee), diastereoselectivities (95:5-> 99:1 dr), and immense potential of synthetic versatility of the products render this new methodology highly appealing for asymmetric synthesis.

引用

页码：3425 / 3428

页数：4

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