Aminocatalysis Cascades of α-Branched α,β-Unsaturated
Aldehydes

P. Galzerano; F. Pesciaioli; A. Mazzanti; G. Bartoli; P. Melchiorre

doi:10.1055/s-0029-1218114

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Synfacts 2009(11): 1278-1278
DOI: 10.1055/s-0029-1218114

Organo- and Biocatalysis

Aminocatalysis Cascades of α-Branched α,β-Unsaturated Aldehydes

Contributor(s): Benjamin List, Kristina Zumbansen
P. Galzerano, F. Pesciaioli, A. Mazzanti, G. Bartoli, P. Melchiorre*
Università di Bologna, Italy and Institute of Chemical Research of Catalonia, Tarragona, Spain

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Publikationsverlauf

Publikationsdatum:
22. Oktober 2009 (online)

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Significance

A highly enantioselective aminocatalytic activation of α-substituted α,β-unsaturated aldehydes is reported. Friedel-Crafts-amination and sulfa-Michael-amination cascade reactions are catalyzed by chiral primary amine 1 through a well defined iminium ion-enamine reaction sequence.