X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .39. METALLO-AZOMETHINE YLIDES FROM ALIPHATIC ALDIMINES - FACILE REGIO-SPECIFIC AND STEREO-SPECIFIC CYCLOADDITION REACTIONS

被引：66

作者：

GRIGG, R

MONTGOMERY, J

SOMASUNDERAM, A

机构：

[1] School of Chemistry, Leeds University, Leeds

来源：

TETRAHEDRON | 1992年 / 48卷 / 47期

关键词：

METALLO-DIPOLE; CYCLOADDITION; REGIOSPECIFIC; STEREOSPECIFIC;

D O I：

10.1016/S0040-4020(01)88346-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aliphatic aldimines of alanine ester, a thiolactone and a lactam undergo AgOAc catalysed regio- and stereo-specific endo-cycloaddition to dipolarophiles whilst LiBr leads mainly to Michael adducts. Metallo-azomethine ylide formation occurs stereospecifically in toluene but, in the case of alanine ester aldimines, stereoselectively in acetonitrile.

引用

页码：10431 / 10442

页数：12

共 19 条

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