Stereoselective rhodium-catalyzed 2-C–H 1,3-dienylation of indoles: dual functions of the directing group
Yizhan Zhai, Xue Zhang, Shengming Ma
Abstract
-selectivity observed with 4-alkyl-2,3-allenyl carbonates. DFT calculations have been conducted to reveal that π-π stacking involving the directing 2-pyrimidinyl or pyridinyl group is the origin of the observed stereoselectivity. Various synthetic transformations have also been demonstrated.
Topics & Concepts
StereoselectivityChemistryRhodiumArylCatalysisAlkylSelectivityStackingGroup (periodic table)StereochemistryIntermolecular forceFunctional groupMedicinal chemistryMoleculeOrganic chemistryPolymerCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms