The Journal of organic chemistry

Proline-Catalyzed One-Step Asymmetric Synthesis of 5-Hydroxy-(2 E)-hexenal from Acetaldehyde

A Córdova, W Notz, CF Barbas

文献索引：Cordova, Armando; Notz, Wolfgang; Barbas III, Carlos F. Journal of Organic Chemistry, 2002 , vol. 67, # 1 p. 301 - 303

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被引用次数: 278

摘要

For the first time, the l-proline-catalyzed direct asymmetric self-aldolization of acetaldehyde is described affording (+)-(5 S)-hydroxy-(2 E)-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.