Reaction of unsaturated phosphonate monoesters with bromo- and iodo(bis-collidine) hexafluorophosphates

被引：34

作者：

Andre, Virginie ^{[1
,2
]}

Lahrache, Hind ^{[1
]}

Robin, Sylvie ^{[1
,2
]}

Rousseau, Gerard ^{[1
,2
]}

机构：

[1] Univ Paris 06, ICMMO, UMR 8182, Lab Synth Organ & Methodol, F-91405 Orsay, France

[2] CNRS, UMR 8182, F-91405 Orsay, France

来源：

TETRAHEDRON | 2007年 / 63卷 / 40期

关键词：

electrophilic cyclization; phosphocane; phosphepane; heterocycle; halo reagent;

D O I：

10.1016/j.tet.2007.07.032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of unsaturated phosphonate monoesters with bromo- and iodo(bis-collidine) hexafluorophosphates are reported to lead to the formation of five-to seven-membered phostones by exo mode cyclizations. When the chains of the unsaturated phosphonate monoesters are substituted in a of the double bond by a dioxolane group endo mode cyclizations are observed. These cyclizations give rise to the formation of 1,2-oxaphosphepane-2-oxide and 1,2-oxaphosphocane-2-oxide. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：10059 / 10066

页数：8

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