Cycloadditions of aromatic azomethine imines with 1,1-cyclopropane diesters |
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Authors: | Perreault Christian Goudreau Sébastien R Zimmer Lucie E Charette André B |
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Affiliation: | Département de Chimie, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal, Québec, Canada H3C 3J7. |
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Abstract: | 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. |
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