Alternative synthetic route to chiral N-substituted camphor-derived β-amino alcohols

被引：7

作者：

Cheng, Gin-Ian ^{[1
]}

Shei, Chun-Tin ^{[1
]}

Sung, Kuangsen ^{[1
]}

机构：

[1] Natl Cheng Kung Univ, Dept Chem, Tainan 70101, Taiwan

来源：

CHIRALITY | 2007年 / 19卷 / 03期

关键词：

beta-amino alcohol; camphor; asymmetric synthesis;

D O I：

10.1002/chir.20373

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

An alternative route from (1R)-(+)-camphor to chiral N-substituted camphor-derived beta-amino alcohol (4b-e) consists of four steps with a total yield of 28%. N-Alkylation of camphor-derived beta-amino alcohol (4a) involves condensation and hydride reduction in one pot without isolation of intermediates. Condensation of 4a with aldehydes or ketones generates a mixture of 1,3-oxazolidines (6) and imino-alcohols (7), which are reduced to 4b-e by NaBH4. (c) 2007 Wiley-Liss, Inc.

引用

页码：235 / 238

页数：4

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