Copper-Catalyzed Tandem Cross-Coupling and Alkynylogous Aldol Reaction: Access to Chiral Exocyclic α-Allenols
Guangyang Xu, Zhen Wang, Ying Shao, Jiangtao Sun
Abstract
An enantioselective copper-catalyzed tandem cross-coupling/alkynylogous aldol reaction has been developed. The tetrasubstituted allenoates containing both central and axial chirality have been obtained in moderate to good yields and excellent enantio- and diastereoselectivity. Distinct from the previous use of Cu(I) salts, this protocol features the use of copper(II) salts as a catalytic precursor in this asymmetric cross-coupling reaction.
Topics & Concepts
Aldol reactionChemistryTandemCatalysisEnantioselective synthesisCopperCoupling (piping)Chirality (physics)Combinatorial chemistryCascade reactionCoupling reactionStereochemistryOrganic chemistryComposite materialMaterials scienceMechanical engineeringEngineeringQuarkPhysicsQuantum mechanicsNambu–Jona-Lasinio modelChiral symmetry breakingCyclopropane Reaction MechanismsAsymmetric Synthesis and CatalysisChemical synthesis and alkaloids