Diastereoselective α-Alkylation of Metallo Enamines Generated from N-C Axially Chiral Mebroqualone Derivatives.
Mizuki MatsuokaMitsuhiro GotoAlicja WzorekVadim A SoloshonokOsamu KitagawaPublished in: Organic letters (2017)
The reactions of various alkyl halides with the metallo enamines generated from racemic and optically pure N-C axially chiral mebroqualone derivatives were found to proceed with a synthetically attractive stereochemical outcome (up to 99% yield and up to dr = 26:1) allowing preparation of a structurally new type of pharmaceutically interesting compounds possessing elements of axial and central chirality.