A New Class of Non-C2-Symmetric Ligands for Oxidative and Redox-Neutral Palladium-Catalyzed Asymmetric Allylic Alkylations of 1,3-Diketones

• DOI: 10.1021/jacs.5b00786
• Publication Date: 2015-01-29T00:51:38Z
• Authors: Barry M. Trost; Etienne J. Donckele; David A. Thaisriv...; Maksim Osipov; James T. Masters
• Keywords: Alkylation; Stereoisomerism; Ketones; Ligands; 01 natural sciences; Catalysis; 0104 chemical sciences; Allyl Compounds; Organophosphorus Compounds; Oxidation-Reduction; Palladium

We report the discovery, synthesis, and application of a new class of non-C2-symmetric phosphoramidite ligands derived from pyroglutamic acid for use in both oxidative and redox-neutral palladium-catalyzed asymmetric allylic alkylations of 1,3-diketones. The resulting chiral products are typically obtained in high yield with good to excellent levels of enantioselectivity.