Mechanistic studies on the formal aza-Diels-Alder reactions of N-aryl imines:: evidence for the non-concertedness under Lewis-acid catalysed conditions

被引：72

作者：

Hermitage, S

Howard, JAK

Jay, D

Pritchard, RG

Probert, MR

Whiting, A

机构：

[1] Univ Durham, Dept Chem, Sci Labs, Durham DH1 3LE, England

[2] GlaxoSmithKline Med Res Ctr, Stevenage SG1 2NY, Herts, England

[3] Univ Manchester, Dept Chem, Manchester M60 1QD, Lancs, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2004年 / 2卷 / 17期

关键词：

D O I：

10.1039/b407293f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of a para-methoxyaniline, ethyl glyoxalate-derived imine with a series of dienes has resulted in products, which initially suggest the operation of different modes of aza-Diels-Alder reaction. However, a more likely explanation is that a common reaction mechanism is operating, involving a step-wise Lewis-acid catalysed process, which only appears to behave similarly to alternative concerted cycloaddition reactions.

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页码：2451 / 2460

页数：10

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