Iodine: A versatile reagent in carbohydrate chemistry .4. per-O-acetylation, regioselective acylation and acetolysis

被引：156

作者：

Kartha, KPR

Field, RA

机构：

[1] School of Chemistry, Purdie Building, University of St. Andrews, St. Andrews

来源：

TETRAHEDRON | 1997年 / 53卷 / 34期

关键词：

D O I：

10.1016/S0040-4020(97)00742-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodine has been found to be an effective Lewis acid for promoting the per-O-acetylation of unprotected sugars. Under controlled conditions it can bring about regioselective acylation of carbohydrate derivatives. At higher concentration and with longer reaction times, iodine can effect the selective acetolysis of benzyl ether-protected primary hydroxyl groups. All of these reactions proceed in high yield, are easy to carry out and make use of readily available iodine, which is bath cheap and easy to handle. (C) 1997 Elsevier Science Ltd.

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页码：11753 / 11766

页数：14

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