Tin(iv) chloride mediated (3+2) annulation of trans-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles: diastereoselective access to 5-vinyl-1-pyrroline derivatives

被引：4

作者：

Thangamani, Murugesan ^{[1
]}

Thangamalar, Subaramaniam ^{[1
]}

Srinivasan, Kannupal ^{[1
]}

机构：

[1] Bharathidasan Univ, Sch Chem, Tiruchirappalli 620024, Tamil Nadu, India

来源：

RSC ADVANCES | 2021年 / 11卷 / 25期

关键词：

DONOR-ACCEPTOR CYCLOPROPANES; CONJUGATE ADDITION; VENOM ALKALOIDS; CYCLOADDITION; CONSTRUCTION; 1-PYRROLINES;

D O I：

10.1039/d1ra01194d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A tin(iv) chloride promoted (3 + 2) annulation of trans-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles is reported. The transformation involves the Lewis acid assisted formation of 1,5-dipolar intermediates from the cyclopropane dicarboxylates and nitriles followed by cyclization. The reactions proceed in a highly diastereoselective manner and afford 5-vinyl-1-pyrroline derivatives in 60-88% yields.

引用

页码：14980 / 14985

页数：6