UNEXPECTED EFFECTS OF LEWIS-ACIDS IN THE SYNTHESIS OF OPTICALLY PURE 2'-DEOXY-3'-OXACYTIDINE NUCLEOSIDE ANALOGS

被引:10
作者
JIN, HL
TSE, HLA
EVANS, CA
MANSOUR, TS
BEELS, CM
RAVENSCROFT, P
HUMBER, DC
JONES, MF
PAYNE, JJ
RAMSAY, MVJ
机构
[1] BIOCHEM PHARMA INC,531 PRAIRIES BLVD,LAVAL H7V 1B7,PQ,CANADA
[2] GLAXO GRP RES LTD,DEPT CHEM DEV,WARE SG1 2OD,HERTS,ENGLAND
[3] GLAXO GRP RES LTD,MED CHEM,GREENFORD UB6 0HE,MIDDX,ENGLAND
关键词
D O I
10.1016/S0957-4166(00)82340-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
TiCl4 and SnCl4 promote the formation of dioxolane nucleosides with racemization in the coupling of enantiomerically pure 2'-deoxy-3'oxaribosides with silylated N-acetylcytosine. The use of TMSOTf, TMSI or TiCl2(Oi-Pr)2 furnishes enantiomerically pure cytosine dioxolane nucleosides in low diastereoselectivity.
引用
收藏
页码:211 / 214
页数:4
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