Catalytic enantioselective arylative cyclizations of alkynyl 1,3-diketones by 1,4-rhodium(<scp>i</scp>) migration
Alistair Groves, Jinwei Sun, Hal R. I. Parke, Michael Callingham, Stephen P. Argent, Laurence J. Taylor, Hon Wai Lam
Abstract
The enantioselective synthesis of densely functionalized polycarbocycles by the rhodium(i)-catalyzed reaction of arylboronic acids with 1,3-diketones is described. The key step in these desymmetrizing domino addition-cyclization reactions is an alkenyl-to-aryl 1,4-Rh(i) migration, which enables arylboronic acids to function effectively as 1,2-dimetalloarene surrogates.
Topics & Concepts
RhodiumEnantioselective synthesisCatalysisChemistryArylStereochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryAlkylCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCatalytic Alkyne Reactions