Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Acyclic α-<i>N</i>-Pyrrolyl/Indolyl Ketones
Rémi Lavernhe, Eric J. Alexy, Haiming Zhang, Brian M. Stoltz
Abstract
-pyrrolyl and indolyl ketones via enantioselective palladium-catalyzed allylic alkylation is described. The acyclic ketones are alkylated in high yields with high enantioselectivities through the use of an electron-deficient phosphinooxazoline ligand, furnishing a highly congested and synthetically challenging stereocenter. The obtained alkylation products contain multiple reactive sites poised for additional functionalizations and diversification.
Topics & Concepts
StereocenterTsuji–Trost reactionChemistryEnantioselective synthesisAlkylationPalladiumCatalysisAllylic rearrangementLigand (biochemistry)Organic chemistryCombinatorial chemistryStereochemistryReceptorBiochemistryAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions