Generation of dialkyl phosphonodithioyl radicals and their addition onto alkenes. Synthesis of 3-phosphonodithiomethyl-3-deoxofuranosides

被引：17

作者：

Lopin, C ^{[1
]}

Gautier, A ^{[1
]}

Gouhier, G ^{[1
]}

Piettre, SR ^{[1
]}

机构：

[1] Univ Rouen, IRCOF, UMR 6014 CNRS, Lab Fonct Azotees & Oxygenees Complexes, F-76821 Mt St Aignan, France

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 52期

关键词：

D O I：

10.1016/S0040-4039(00)01830-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient. three-step preparation of the new 2-phenylselanyl-[1,2,3]-dithiaphosphinane-2-oxide (8) from PCI, is described. The reagent is shown to behave as a precursor of the corresponding phosphonodithioyl radical, when placed in the presence of tin or silyl radicals. A novel synthesis of S,S-dialkyl phosphonodithioates is described based on these results. Application of this methodology to exocyclic 3-methylene-3-deoxofuranosides leads to the highly diastereoselective formation of 3-phosphonodithiomethyl-3-deoxofuranosides. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：10195 / 10200

页数：6

共 45 条

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