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Copper-Catalyzed Asymmetric Conjugate Addition to α-Alkylidene Cycloalkanones

By Pierre Garcia, Nicolas Germain, Simon Woodward and Alexandre Alexakis

Abstract

The asymmetric copper-catalyzed conjugate addition to α-alkylidene cycloalkanones, substituted at their terminal position with aromatic and aliphatic groups, is reported. While high enantioselectivity is reached using chiral phosphoramidite ligands, with R3Al reagents, moderate diastereoselectivity was observed upon hydrolysis of the aluminium enolates. A Grignard reagent also react with high diastereo­selectivity

Topics: info:eu-repo/classification/ddc/540, α-alkylidene cycloalkanones, Conjugate addition, Copper, Trialkylaluminium reagents, Grignard reagents
Publisher: 'Georg Thieme Verlag KG'
Year: 2015
DOI identifier: 10.1055/s-0034-1380165
OAI identifier: oai:unige.ch:unige:55652
Provided by: Archive ouverte UNIGE
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