Cycloaddition reactions of aldimines of 1,5-ketoaldehydes. Applications in the synthesis of polycyclic nitrogen heterocycles.

被引：18

作者：

Grigg, R ^{[1
]}

Thornton-Pett, M ^{[1
]}

Yoganathan, G ^{[1
]}

机构：

[1] Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

来源：

TETRAHEDRON | 1999年 / 55卷 / 06期

关键词：

D O I：

10.1016/S0040-4020(98)01189-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aliphatic aldimines of a range of cyclic and acyclic 1,5-ketoaldehydes undergo metal catalysed regio- and stereo-specific imine --> azomethine ylide --> cycloaddition cascades. Acid catalysed cyclisations of the NH group of the pyrrolidine products onto the ketone functionality results in novel tri- and tetra-cyclic nitrogen heterocycles. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1763 / 1780

页数：18