AN EFFICIENT AND GENERAL-SYNTHESIS OF 5'-ESTERS OF 2',3'-DIDEHYDRO-2',3'-DIDEOXYNUCLEOSIDES - A FACILE OPENING OF 2',3'-ORTHOACETATES OF RIBONUCLEOSIDES FOLLOWED BY REDUCTIVE ELIMINATION OF THE HALOGENOACETATES

被引：0

作者：

TALEKAR, RR ^{[1
]}

COE, PL ^{[1
]}

WALKER, RT ^{[1
]}

机构：

[1] UNIV BIRMINGHAM,SCH CHEM,BIRMINGHAM B15 2TT,W MIDLANDS,ENGLAND

来源：

SYNTHESIS-STUTTGART | 1993年 / 03期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A three-step reaction sequence starting from a ribonucleoside to give the corresponding 5'-O-acyl-2',3'-didehydro-2',3'-dideoxynucleoside is described. The key intermediate is the bromoacetate, made by reaction of the 2',3'-methoxyethylidene nucleoside with acetyl bromide. Reductive elimination of the bromoacetate using a zinc-copper couple furnishes the desired compounds in good overall yield.

引用

页码：303 / 306

页数：4

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