SULFONAMIDOGLYCOSYLATION OF GLYCALS - A ROUTE TO OLIGOSACCHARIDES WITH 2-AMINOHEXOSE SUBUNITS

被引：198

作者：

GRIFFITH, DA ^{[1
]}

DANISHEFSKY, SJ ^{[1
]}

机构：

[1] YALE UNIV,DEPT CHEM,NEW HAVEN,CT 06511

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1990年 / 112卷 / 15期

关键词：

D O I：

10.1021/ja00171a021

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reactions of glycals with the combination iodonium di-rym-collidine perchlorate (5) and benzenesulfonamide (6) afforded, stereoselectivity, 2-β-iodo-1-α-sulfonamidohexoses. This process was demonstrated with D-glucal, D-galactal, and D-allal. Treatment of these products with strong base apparently generated a C1-C2 sulfonylaziridine. A 2-α-sulfonamide-1-β-linked disaccharide was produced when this reaction was carried out with excess base in the presence of a glycosyl acceptor. © 1990, American Chemical Society. All rights reserved.

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页码：5811 / 5819

页数：9

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