X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .26. 1,5-ELECTROCYCLIZATION AND TANDEM 1,5-ELECTROCYCLIZATION-ALDOL TYPE CONDENSATION PROCESSES IN IMINES

被引：29

作者：

GRIGG, R ^{[1
]}

GUNARATNE, HQN ^{[1
]}

HENDERSON, D ^{[1
]}

SRIDHARAN, V ^{[1
]}

机构：

[1] QUEENS UNIV BELFAST,DEPT CHEM,BELFAST BT9 5AG,ANTRIM,NORTH IRELAND

来源：

TETRAHEDRON | 1990年 / 46卷 / 05期

关键词：

D O I：

10.1016/S0040-4020(01)81969-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A 1,2- prototropy route and an iminium ion route to vinyl azomethine ylides are described. In both cases the vinyl azomethine ylides undergo 1,5-electrocyclisation to dihydropyrroles. In the former case the 1,5-electrocyclisation is solvent sensitive and competes with a prototropic process giving the imine of an α, β-unsaturated α-amino ester. The mechanism and solvent sensitivity are discussed. In the latter case the dihyd̀ropyrrole reacts further with aldehydes via an aldol type condensation. © 1990.

引用

页码：1599 / 1610

页数：12

共 43 条

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