Proline-catalyzed one-step asymmetric synthesis of 5-hydroxy-(2E)-hexenal from acetaldehyde

被引：256

作者：

Córdova, A ^{[1
]}

Notz, W ^{[1
]}

Barbas, CF ^{[1
]}

机构：

[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 01期

关键词：

D O I：

10.1021/jo015881m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

For the first time, the L-proline-catalyzed direct asymmetric self-aldolization of acetaldehyde is described affording (+)-(5S)-hydroxy-(2E)-hexenal 2 with ee's ranging from 57 to 90%. Further transformations of 2 into synthetically valuable building blocks are presented. A mechanism for the formation of 2 is proposed.

引用

页码：301 / 303

页数：3

共 44 条

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