Asymmetric synthesis of (+)-1-deoxynojirimycin

被引：44

作者：

Lindström, UM ^{[1
]}

Somfai, P ^{[1
]}

机构：

[1] Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 39期

关键词：

alkaloids; asymmetric synthesis; cyclisation; epoxides;

D O I：

10.1016/S0040-4039(98)01536-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An asymmetric synthesis of (+)-1-deoxynojirimycin (1) in 14 steps starting from diene (5) is described. The key transformations in the sequence are a Sharpless dihydroxylation and epoxidation followed by a regio- and stereoselective aminolysis of vinyl epoxide 11 to give piperidine 12. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7173 / 7176

页数：4

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