Facile domino reactions in the statistically controlled product- and stereoselective synthesis of densely functionalized cis-1,4-cyclohexa-1,4-dienes and trans,trans-trisubstituted-1,2,5,6-tetrahydropyridines

被引：6

作者：

Harikrishnan, Palani Sokkan ^{[1
]}

Rajesh, Stephen Michael ^{[1
]}

Perumal, Subbu ^{[1
]}

机构：

[1] Madurai Kamaraj Univ, Sch Chem, Dept Organ Chem, Madurai 625021, Tamil Nadu, India

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 30期

关键词：

Domino reaction; Ethyl-3-oxo-4-(arylsulfonyl)butanoates; Aromatic aldehyde; Ammonium acetate; 1,4-Cyclohexadienes; Tetrahydropyridines; MULTICOMPONENT REACTIONS; ASYMMETRIC-SYNTHESIS; DERIVATIVES; ALKALOIDS; 1,4-CYCLOHEXADIENES; NITROOLEFINS; INHIBITORS; CHEMISTRY; MECHANISM; CONCISE;

D O I：

10.1016/j.tetlet.2012.05.071

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The domino reactions of ethyl 3-oxo-4-(arylsulfonyl)butanoates with aromatic aldehydes in a 2:1 molar ratio in the presence of a catalytic amount of ammonium acetate furnished densely functionalized cyclohexa-1,4-dienes stereoselectively, while the domino reactions of ethyl 3-oxo-4-(arylsulfonyl)butanoates, aromatic aldehydes, and ammonium acetate in a 1:2:2 molar ratio afforded highly functionalized 1,2,5,6-tetrahydropyridines stereoselectively. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：3880 / 3884

页数：5