3H-1,2-BENZOTHIASELENOL-3-ONE - A NEW SELENIZING REAGENT FOR NUCLEOSIDE H-PHOSPHONATE AND H-PHOSPHONOTHIOATE DIESTERS

被引：20

作者：

STAWINSKI, J

THELIN, M

机构：

[1] Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 47期

基金：

瑞典研究理事会;

关键词：

NUCLEOSIDE H-PHOSPHONATES; H-PHOSPHONOTHIOATES; SELENIZATION; 3H-1,2-BENZOTHIASELENOL-3-ONE;

D O I：

10.1016/S0040-4039(00)60887-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new selenium-transferring reagent, 3H-1,2-benzothiaselenol-3-one (1), has been developed for the conversion of nucleoside H-phosphonate and nucleoside H-phosphonothioate diesters into the corresponding seleno analogues. The reagent is soluble in common organic solvents and shows an enhanced rate of selenium transfer compared to elemental selenium or potassium selenocyanate. Selenization with the reagent 1 is stereospecific and most likely occurs with retention of configuration at the phosphorus centre.

引用

页码：7255 / 7258

页数：4

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