Ring Expansion of 2-Alkenyl Azetidines into Unsaturated Azocanes

被引：20

作者：

Drouillat, Bruno ^{[1
]}

Couty, Francois ^{[1
]}

Razafimahaleo, Vanessa ^{[1
]}

机构：

[1] Univ Versailles St Quentin en Yvelines, Univ Paris, Inst Lavoisier Versailles, CNRS,UMR 8180, F-78035 Versailles, France

来源：

SYNLETT | 2009年 / 19期

关键词：

azetidines; ring expansion; azocanes; CYCLIC ALPHA-VINYLAMINES; ENANTIOSELECTIVE SYNTHESIS; CLOSING METATHESIS; 1ST EXAMPLE; AMINES; REARRANGEMENT; PYRROLIDINES; CYCLIZATION; ROUTE; ACID;

D O I：

10.1055/s-0029-1218351

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiomerically pure 2-alkenyl azetidines undergo a ring-expansion into N-alkyl-1,2,3,6-azocines upon reaction with activated alkynes (ethyl propiolate or ethynyl p-tolyl sulfone). The scope of this ring enlargement, which provides a new entry to functionalized eight-membered ring nitrogen heterocycle, is discussed.

引用

页码：3182 / 3186

页数：5

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