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. - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Chemistry - A European Journal Année : 2013

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.

Résumé

Sodium L-N-[[2-(diphenylphosphino)phenyl]methylene]-3-methylvaline (DiPPAM) and (R)-BINAP ligands led to divergent behaviors in the copper-catalyzed regio- and enantioselective conjugate addn. of dialkylzinc reagents R12Zn (R1 = Me, Et, i-Pr, n-Bu) to linear α,β-unsatd. ketones and dienones R2CH:CHCOR3 (R2 = Me, i-Bu, n-pentyl, Ph, MeCH:CH, PhCH:CH, n-C7H15CH:CH, etc.; R3 = Me, Ph, 4-MeOC6H4, etc.), which were applied to the development of a highly selective sequential asym. 1,6/1,4-conjugate addn. process. [on SciFinder(R)]

Dates et versions

hal-01069849 , version 1 (30-09-2014)

Identifiants

Citer

Magaly Magrez-Chiquet, Marie S. T. Morin, Joanna Wencel-Delord, Sammy Drissi Amraoui, Olivier Baslé, 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.. Chemistry - A European Journal, 2013, 19, pp.13663--13667. ⟨10.1002/chem.201302649⟩. ⟨hal-01069849⟩
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