ANTI-SELECTIVE ALDOL REACTION OF BENZYLIC NITRILES AND SYNTHESIS OF GAMMA-AMINO ALCOHOLS

被引：44

作者：

CARLIER, PR

LO, KM

LO, MMC

WILLIAMS, ID

机构：

[1] Department of Chemistry, Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 23期

关键词：

D O I：

10.1021/jo00128a025

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereochemistry of the aldol reaction of seven benzylic nitriles 1a-g and four aldehydes 2-5 has been studied. In all cases studied the reaction is anti-selective. Good to excellent selectivity (10:1->20:1) can be obtained if aldehydes with bulky secondary or tertiary substituents are used. The resulting aldols 6-9 are easily transformed to the corresponding gamma-amino alcohols 12-15, which may possess useful antidepressant activity.

引用

页码：7511 / 7517

页数：7

共 28 条

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