Dual mechanisms of an organocatalytic homodimerization reaction

被引：4

作者：

Guidi, Vanina ^{[1
]}

Sandoval, Sergio ^{[1
]}

McGregor, Michael A. ^{[1
]}

Rosen, William ^{[1
]}

机构：

[1] Univ Rhode Isl, Dept Chem, Kingston, RI 02881 USA

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 38期

关键词：

SELF-CONDENSATION;

D O I：

10.1016/j.tetlet.2010.07.114

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The L-proline organocatalytic homodimerization of 2-cyclohexenone has been studied and it is concluded that the mechanism of the reaction follows competing pathways involving either a two-step imine/enamine addition or a concerted Diels-Alder cycloaddition where the ultimate product distribution is dependent upon the ratio of the organocatalyst to 2-cyclohexenone and a base present. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：5086 / 5090

页数：5

共 15 条

[1] Proline promoted synthesis of ring-fused homodimers:: Self-condensation of α,β-unsaturated aldehydes [J].