Direct catalytic asymmetric enolexo aldolizations

被引：224

作者：

Pidathala, C ^{[1
]}

Hoang, L ^{[1
]}

Vignola, N ^{[1
]}

List, B ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 24期

关键词：

aldol reaction; amino acids; asymmetric catalysis; organocatalysis;

D O I：

10.1002/anie.200351266

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

32 years after the first, and still the only, catalytic asymmetric intramolecular aldol reaction was published in this journal, the proline-catalyzed Hajos-Parrish-Eder-Sauer-Wiechert reaction is extended for the first time to catalytic asymmetric enolexo aldolizations. The process provides substituted cyclohexanes in excellent diastereo- and enantioselectivities. For example, heptanedial is converted into the corresponding cyclic anti-configured aldol in 99% ee (see scheme).

引用

页码：2785 / 2788

页数：4

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