Phosphine-catalyzed regiodivergent annulations of γ-substituted allenoates with conjugated dienes

被引：21

作者：

Gan, Zhenjie ^{[1
]}

Gong, Yanchuan ^{[1
]}

Chu, Yunpeng ^{[1
]}

Li, Er-Qing ^{[1
]}

Huang, You ^{[2
]}

Duan, Zheng ^{[1
]}

机构：

[1] Zhengzhou Univ, Coll Chem & Mol Engn, Int Phosphorus Lab, Int Joint Res Lab Funct Organophosphorus Mat Hena, Zhengzhou 450001, Henan, Peoples R China

[2] Nankai Univ, Coll Chem, State Key Lab & Inst Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 68期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

ELECTRON-DEFICIENT OLEFINS; DOMINO REACTION; 3+2 CYCLOADDITION; ASYMMETRIC-SYNTHESIS; EFFICIENT METHOD; SEQUENTIAL 2+3; IMINES; CONSTRUCT; ALLENES; ACCESS;

D O I：

10.1039/c9cc05207k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A phosphine catalyzed regiodivergent annulation of gamma-substituted allenoates with conjugated dienes is reported, and highly functionalized cyclohexenes or cyclopentenes were obtained in high yields and regioselectivities. This transformation takes advantage of mild conditions, wide substrate scope and significant functional group tolerance. The high regioselectivity can be achieved by tuning the nucleophilicity of the phosphine catalyst.

引用

页码：10120 / 10123

页数：4