Bifunctional organocatalysts for enantioselective aza-Morita-Baylis-Hillman reaction

被引：258
作者：
Matsui, K [1 ]
Takizawa, S [1 ]
Sasai, H [1 ]
机构：
[1] Osaka Univ, ISIR, Ibaraki, Osaka 5670047, Japan
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 11期
关键词：
D O I：
10.1021/ja0500254
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The efficient and novel bifunctional organocatalyst for the enantioselective aza-Morita-Baylis-Hillman (aza-MBH) reaction has been established with (S)-3-(N-isopropyl-N-3-pyridinylaminomethyl)BINOL for the first time. The reaction proved to be deeply influenced by the position of the Lewis base attached to BINOL. The acid-base-mediated functionalities for the activation of the substrate and the fixing of conformation of the organocatalyst are harmoniously performed to promote the reaction with high enantiocontrol. Copyright © 2005 American Chemical Society.
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页码：3680 / 3681
页数：2
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