Rhodium‐Catalyzed Chemodivergent Regio‐ and Enantioselective Allylic Alkylation of Indoles
Minghe Sun, Min Liu, Changkun Li
Abstract
The control of C3/N1 chemoselectivity in indole alkylation with the same electrophiles is still challenging. An Rh/bisoxazolinephosphane-catalyzed chemodivergent regio- and enantioselective allylic alkylation of indoles was developed. Chiral C3- and N1-allylindoles can be selectively obtained with high branched/linear ratio and up to 99 % ee by changing the counteranion of Rh, the allylic carbonate, the reaction temperature, and the ligand.
Topics & Concepts
Enantioselective synthesisTsuji–Trost reactionChemoselectivityRhodiumAlkylationElectrophileAllylic rearrangementChemistryCatalysisIndole testLigand (biochemistry)StereochemistryMedicinal chemistryOrganic chemistryReceptorBiochemistryAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsAsymmetric Synthesis and Catalysis