ASYMMETRIC-SYNTHESIS OF 3'-CARBOMETHOXYMETHYL-3'-DEOXYTHYMIDINE VIA RADICAL CYCLIZATION

被引:32
作者
LAVALLEE, JF [1 ]
JUST, G [1 ]
机构
[1] MCGILL UNIV,DEPT CHEM,MONTREAL H3A 2K6,QUEBEC,CANADA
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/0040-4039(91)80808-J
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient asymmetric synthesis of 3'-C-carbomethoxymethyl- 3'-deoxythymidine 2, using a highly stereocontrolled radical cyclization from bromoacetal 7 to furanose 8, followed by a dimethylboron bromide mediated nucleoside formation, is described. A 96:4 beta-selectivity was observed for thionoester-controlled base attachment.
引用
收藏
页码:3469 / 3472
页数:4
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