Tetrahedron

Regio-and stereo-selective aza-Diels–Alder reaction of ethyl glyoxylate 4-methoxyphenylimine with 1, 3-dienes in the presence of BF 3· Et 2 O. Evidence for a non- …

MJ Alves, NG Azoia, AG Fortes

Index: Alves, M. Jose; Azoia, Nuno G.; Fortes, A. Gil Tetrahedron, 2007 , vol. 63, # 3 p. 727 - 734

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Citation Number: 43

Abstract

Cycloadditions of the glyoxylate imine 1 with 1-substituted and 1, 4-disubstituted 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.

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