ChemInform Abstract: Enantioselective Copper‐Catalyzed Conjugate Addition of Trimethylaluminum to β,γ‐Unsaturated α‐Ketoamides: Efficient Access to γ‐Methyl‐Substituted Carbonyl Compounds.

Abstract

Enantioselective Copper-Catalyzed Conjugate Addition of Trimethylaluminum to β,γ-Unsaturated α-Ketoamides: Efficient Access to γ-Methyl-Substituted Carbonyl Compounds. -The asymmetric addition of AlMe3 to β,γ-unsaturated α-ketoamides affords 1,4-adducts with perfect 1,4-regioselectivity and good to excellent yields and enantioselectivity. The potential synthetic utility of the methodology is highlighted by preparation of γ-methyl-substituted carbonyls, key synthons to many natural products. -(GONCALVES-CONTAL, S.; GREMAUD, L.; ALEXAKIS*, A.; Angew. Chem., Int. Ed. 52 (2013) 48, 12701-12704, http://dx.