Synthesis and configurational assignments of 3-substituted 2-deoxy-4-thio-D-erythro-pentofuranose derivatives

被引:8
作者
Aitsir, H
Fahmi, NE
Goethals, G
Ronco, G
Tber, B
Villa, P
Ewing, DF
Mackenzie, G
机构
[1] UNIV PICARDIE,CHIM ORGAN & CINET LAB,F-80039 AMIENS,FRANCE
[2] UNIV HULL,SCH CHEM,KINGSTON HULL HU6 7RX,N HUMBERSIDE,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 14期
关键词
D O I
10.1039/p19960001665
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new route is described to 1-O-acetyl-2-deoxy-4-thio-alpha,beta-D-erythro-pentofuranose derivatives starting from L-arabinose. This route is amenable to variation in the 3-substituent and the 3-O-benzoyl and 3-azido derivatives were obtained in 17 and 15% yields, respectively, making this procedure easily the most economical entry to 4'-thionucleosides. The anomeric configuration of these and other thiosugars is established unequivocally.
引用
收藏
页码:1665 / 1671
页数:7
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