CONVENIENT SYNTHESIS OF 2-AZIDO-2-DEOXY-ALDOSES BY DIAZO TRANSFER

被引：156

作者：

VASELLA, A ^{[1
]}

WITZIG, C ^{[1
]}

CHIARA, JL ^{[1
]}

MARTINLOMAS, M ^{[1
]}

机构：

[1] CSIC,INST CHIM ORGAN,E-28006 MADRID,SPAIN

来源：

HELVETICA CHIMICA ACTA | 1991年 / 74卷 / 08期

关键词：

D O I：

10.1002/hlca.19910740842

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Diazo transfer from trifluoromethanesulfonyl azide (TfN3) to 2-amino-2-deoxy-glycoses constitutes a high-yielding, simple procedure for the preparation of partially protected or unprotected 2-azido-2-deoxy-aldoses. Thus, the D-allosamine derivative 2 gave 93% of 3, while diazo transfer to D-glucosamine, D-mannosamine, and D-galactosamine, followed by acetylation, yielded the azides 5, 7, and 9 in yields of 74-91, 65, and 70%, respectively.

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页码：2073 / 2077

页数：5

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