FIRST USE OF BENZYL PHOSPHITES IN THE MICHAELIS-ARBUZOV REACTION - SYNTHESIS OF MONOPHOSPHATE, DIPHOSPHATE, AND TRIPHOSPHATE ANALOGS

被引:40
作者
SAADY, M [1 ]
LEBEAU, L [1 ]
MIOSKOWSKI, C [1 ]
机构
[1] UNIV STRASBOURG 1,FAC PHARM,CNRS,SYNTH BIOORGAN LAB,F-67401 ILLKIRCH GRAFFENS,FRANCE
关键词
D O I
10.1002/hlca.19950780314
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Benzyl phosphites were used in the Michaelis-Albuzov reaction. Special experimental conditions allowed preparation of a set of phosphonate analogs of mono-, di-, and triphosphate. Furthermore, regioselective mono-deprotection makes these molecules useful building blocks for the synthesis of analogs of polyphosphorylated compounds of biological interest (e.g. nucleotides), after removal of all phosphonate benzyl ester groups under very mild conditions and high yields.
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页码:670 / 678
页数:9
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