Diastereo- and enantioselective synthesis of N,O-nucleosides

被引:37
作者
Chiacchio, U
Corsaro, A
Iannazzo, D
Piperno, A
Pistarà, V
Rescifina, A
Romeo, R
Sindona, G
Romeo, G
机构
[1] Univ Catania, Dipartimento Sci Chim, I-95125 Catania, Italy
[2] Univ Messina, Dipartimento Farmacochim, I-98168 Messina, Italy
[3] Univ Calabria, Dipartimento Chim, I-87036 Cosenza, Italy
关键词
D O I
10.1016/S0957-4166(03)00499-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The diastereo- and enantioselective synthesis of alpha- and beta-3'-hydroxymethyl-N,O-nucleosides is described, based on the 1,3-dipolar cycloaddition of a N-glycosyl nitrone. Two approaches have been evaluated: the one-step procedure, which uses vinyl nucleobases, showed a better stereoselectivity towards beta-nucleosides. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2717 / 2723
页数:7
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