Iminosugars from α,β-epoxyamides.: Part 1:: Synthetic approach to hydroxylated piperidine derivatives

被引：25

作者：

Pino-González, MS ^{[1
]}

Assiego, C ^{[1
]}

López-Herrera, FJ ^{[1
]}

机构：

[1] Univ Malaga, Fac Ciencias, Dept Bioquim Biol Mol & Quim Organ, E-29071 Malaga, Spain

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 46期

关键词：

iminosugar; azasugar; hydroxylated piperidines; epoxyamide; C-glycosides; sulphur ylides;

D O I：

10.1016/j.tetlet.2003.09.116

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new synthetic route towards iminosugars starting from chiral epoxyamides is described. The strategy, by which a single precursor. the alpha,beta-epoxyamide obtained from 6-O-trityl-2,3-O-isopropylidene-D-ribose and a sulphur ylide, can be transformed into different iminosugars, is based on the combination of a regioselective epoxide opening and stereospecific intramolecular displacements. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：8353 / 8356

页数：4

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