Cycloadditions of aromatic azomethine imines with 1,1-cyclopropane diesters.
The cycloaddition of aromatic azomethine imines to 1,1-cyclopropane diesters was achieved using Ni(ClO4)2 as catalyst. The methodology gives access to unique tricyclic dihydroquinoline derivatives with dr up to 6.6:1. A nonconcerted mechanism is proposed on the basis of stereochemical analysis of the reaction.
Perreault
Christian
C
Département de Chimie, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal, Québec, Canada H3C 3J7.
Goudreau
Sébastien R
SR
Zimmer
Lucie E
LE
Charette
André B
AB