Synthesis of naphthyl C-glycosides of rearranged tri-O-benzyl-2-deoxy-D-glucose

被引：12

作者：

Brimble, MA ^{[1
]}

Brenstrum, TJ ^{[1
]}

机构：

[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 07期

基金：

澳大利亚研究理事会;

关键词：

C-glycosides; 1,6-hydride shift; naphthols; pyranonaphthoquinones;

D O I：

10.1016/S0040-4039(99)02241-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

C-Glycosylation of 3-bromonaphthol 4 with benzyl-protected glycosyl donor 19 afforded rearranged bicyclic acetal 24 in which the glycosyl donor had undergone an unusual 1,6-hydride shift. Use of the regioisomeric 2-bromonaphthol 6 with the same glycosyl donor 19 afforded the expected beta-C-glycoside 22. (C) 2000 Elsevier Science Ltd. All rights reserved.

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页码：1107 / 1110

页数：4

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