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
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.
引用
收藏
页码:2073 / 2077
页数:5
相关论文
共 17 条