Regio- and stereo-selective aza-Diels-Alder reaction of ethyl glyoxylate 4-methoxyphenylimine with 1,3-dienes in the presence of BF3•Et2O.: Evidence for a non-concerted mechanism

被引：54

作者：

Alves, M. Jose ^{[1
]}

Azoia, Nuno G. ^{[1
]}

Fortes, A. Gil ^{[1
]}

机构：

[1] Univ Minho, Dept Quim, P-4710057 Braga, Portugal

来源：

TETRAHEDRON | 2007年 / 63卷 / 03期

关键词：

2-azadienes; glyoxylate arylimines; Diels-Alder cycloaddition;

D O I：

10.1016/j.tet.2006.10.085

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cycloadditions of the glyoxylate imine 1 with 1-substituted and 1,4-di substituted 1,3-dienes furnished tetrahydroquinoline compounds 4 and 5/15 with total regio- and stereo-control, except for one case where a mixture of isomers was formed. A stepwise mechanism is proposed in view of the stereochemistry of the products. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：727 / 734

页数：8

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