Direct catalytic asymmetric Mannich-type reactions of N-(2-hydroxyacetyl)pyrrole as an ester-equivalent donor

被引：120

作者：

Harada, S ^{[1
]}

Handa, S ^{[1
]}

Matsunaga, S ^{[1
]}

Shibasaki, M ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 28期

关键词：

amino alcohols; asymmetric catalysis; indium; Mannich reaction; pyrroles;

D O I：

10.1002/anie.200501180

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Stretching the limits of the Mannich reaction: A new indium-binol catalyst was used to generate the enolate of the esterequivalent donor in situ (see scheme). The donor, an N-acyl pyrrole, has many similarities to an aromatic ketone, in particular the enolates should have the same coordination mode. Versatile β-amino-α-hydroxy carboxylic acid derivatives were obtained in high yield and ee values. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4365 / 4368

页数：4

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