Enantioselective 1,6-Conjugate Addition of Dialkylzinc Reagents to Acyclic Dienones Catalyzed by Cu-DiPPAM Complex-Extension to Asymmetric Sequential 1,6/1,4-Conjugate Addition

Magrez-Chiquet, Magaly; Morin, Marie S. T.; Wencel-Delord, Joanna; Drissi Amraoui, Sammy; Baslé, Olivier; Alexakis, Alexandre; Crévisy, Christophe; Mauduit, Marc

doi:10.1002/chem.201302649

Scientific article

English

Enantioselective 1,6-Conjugate Addition of Dialkylzinc Reagents to Acyclic Dienones Catalyzed by Cu-DiPPAM Complex-Extension to Asymmetric Sequential 1,6/1,4-Conjugate Addition

ContributorsMagrez-Chiquet, Magaly; Morin, Marie S. T.; Wencel-Delord, Joanna; Drissi Amraoui, Sammy; Baslé, Olivier; Alexakis, Alexandre; Crévisy, Christophe; Mauduit, Marc

Published inChemistry, vol. 19, no. 41, p. 13663-13667

Publication date2013

Abstract

C-C coupling: DiPPAM 1 and BINAP 2 ligands led to divergent behaviors in the asymmetric conjugate addition (ACA) of dialkylzinc reagents to linear aryldienones, which were applied to the development of a highly selective sequential asymmetric 1,6/1,4-ACA process.

Keywords

Asymmetric synthesis
C—C coupling
Michael reaction
Stereoselective catalysis

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

MAGREZ-CHIQUET, Magaly et al. Enantioselective 1,6-Conjugate Addition of Dialkylzinc Reagents to Acyclic Dienones Catalyzed by Cu-DiPPAM Complex-Extension to Asymmetric Sequential 1,6/1,4-Conjugate Addition. In: Chemistry, 2013, vol. 19, n° 41, p. 13663–13667. doi: 10.1002/chem.201302649

Article (Published version)

Identifiers

PID : unige:30104
DOI : 10.1002/chem.201302649

Journal ISSN0947-6539

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Creation01/10/2013 20:05:00

First validation01/10/2013 20:05:00

Update time14/03/2023 21:31:52

Status update14/03/2023 21:31:52

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Enantioselective 1,6-Conjugate Addition of Dialkylzinc Reagents to Acyclic Dienones Catalyzed by Cu-DiPPAM Complex-Extension to Asymmetric Sequential 1,6/1,4-Conjugate Addition

C-C coupling: DiPPAM 1 and BINAP 2 ligands led to divergent behaviors in the asymmetric conjugate addition (ACA) of dialkylzinc reagents to linear aryldienones, which were applied to the development of a highly selective sequential asymmetric 1,6/1,4-ACA process.

Technical informations