Ring Expansions of Vinyloxiranes, -thiiranes, and -aziridines: Synthetic Approaches, Challenges, and Catalytic Success Stories

被引：76

作者：

Ilardi, Elizabeth A. ^{[1
]}

Njardarson, Jon T. ^{[1
]}

机构：

[1] Univ Arizona, Dept Chem & Biochem, Tucson, AZ 85721 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 19期

基金：

美国国家科学基金会;

关键词：

VINYL AZIRIDINES; STEREOSELECTIVE-SYNTHESIS; PROMOTED TRANSFORMATION; CYCLIZATION REACTIONS; PYRROLINE ANNULATION; MECHANISTIC-INSIGHTS; VALENCE TAUTOMERISM; 4+3 CYCLOADDITIONS; ACTIVATED OLEFINS; FACILE SYNTHESIS;

D O I：

10.1021/jo401776s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ring expansion reactions of strained vinylic heterocyclic substrates have attracted the attention of the synthetic community for decades. Strategic manipulations of these organic architectures enable access to many useful synthetic intermediates. This paper highlights various methods for the ring expansion of vinyloxiranes, -thiiranes, and -aziridines described in the literature from 1964 to 2013.

引用

页码：9533 / 9540

页数：8