Sigmatropic-[2,3]-Wittig rearrangement of alpha-allylic-heterosubstituted methylphosphonates. Rearrangement in the sulfur series

被引：6

作者：

Makomo, H

Masson, S

Putman, D

Saquet, M

Simeon, F

AboutJaudet, E

Collignon, N

机构：

[1] ISMRA UNIV,F-14050 CAEN,FRANCE

[2] INSA,IRCOF,LAB HETEROCHIM ORGAN,F-76131 MONT ST AIGNAN,FRANCE

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1996年 / 112卷 / 1-4期

关键词：

thia-[2,3]-Wittig sigmatropic rearrangement; (allylthiomethyl)phosphonates; (1-mercaptobut-3-enyl)phosphonates; (1-alkylthiobut-3-enyl)phosphonates; 2-thiolanylphosphonate; allyl-phosphonomethyl-methyl-sulfonium tetrafluoroborates;

D O I：

10.1080/10426509608046363

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The diisopropyl (allylthiomethyl)phosphonates (variously substituted on the allylic group) are submitted to the [2,3]-sigmatropic rearrangement via either the carbanions or the sulfonium ylides. Synthetic potentialities are examined, and in particular new (1-mercaptobut-3-enyl)phosphonates are conveniently prepared.

引用

页码：193 / 202

页数：10

共 25 条

[1] YLIDE FORMATION AND REARRANGEMENT IN REACTION OF CARBENE WITH DIVALENT SULFUR-COMPOUNDS [J].