URACIL AND ADENINE NUCLEOSIDES HAVING A 2',3'-BROMOVINYL STRUCTURE - HIGHLY VERSATILE SYNTHONS FOR THE SYNTHESIS OF 2'-C-BRANCHED AND 3'-C-BRANCHED 2',3'-UNSATURATED DERIVATIVES

被引：22

作者：

HARAGUCHI, K ^{[1
]}

ITOH, Y ^{[1
]}

TANAKA, H ^{[1
]}

AKITA, M ^{[1
]}

MIYASAKA, T ^{[1
]}

机构：

[1] SHOWA UNIV,SCH PHARMACEUT SCI,1-5-8 HATANODAI,SHINAGAWA KU,TOKYO 142,JAPAN

来源：

TETRAHEDRON | 1993年 / 49卷 / 07期

关键词：

BETA-HYDROXYSELENIDE; BROMOVINYL STRUCTURE; BRANCHED-SUGAR NUCLEOSIDE; ANTI-HIV AGENT; 2'; 3'-UNSATURATED NUCLEOSIDE;

D O I：

10.1016/S0040-4020(01)90190-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Preparation of 2'- and 3-bromo derivatives of 2',3'-unsaturated uracil and adenine nucleosides has been carried out starting from the corresponding beta-hydroxyselenides by way of bromination and successive selenoxide elimination. These compounds have been shown to serve as versatile synthons for the preparation of anti-HIV candidates, 2'-C- and 3'-C-branched 2',3'-unsaturated nucleosides, through palladium-catalyzed cross-coupling and halogen-lithium exchange reactions.

引用

页码：1371 / 1390

页数：20

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