DIASTEREOSELECTIVE FREE-RADICAL REACTIONS .2. SYNTHESIS OF 2-DEOXY-BETA-C-PYRANOSIDES BY DIASTEREOSELECTIVE HYDROGEN-ATOM TRANSFER

被引：19

作者：

CRICH, D

LIM, LBL

机构：

[1] Department of Chemistry, University College London, London WC1H 0AJ

[2] Department of Chemistry (M/C 111), University of Illinois at Chicago, Box 4348, Chicago

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 09期

关键词：

D O I：

10.1039/p19910002205

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

C-Glycosides of 2,3-dideoxy-arabino-heptulosonate esters are prepared from the corresponding 2,3-dideoxy-1-phenylsulphonyl derivatives by reductive desulphonylation with lithium naphthalenide and quenching of the so-formed enolate with appropriate alkyl halides. These C-glycosides are saponified and decarboxylated by the Barton O-acyl thiohydroxamate protocol to give 2-deoxy-beta-C-glycosides with very high diastereoselectivities.

引用

页码：2205 / 2208

页数：4

共 42 条

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