Synlett · 2014 · 28 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryAddition ReactionsHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisAsymmetric Heterocycle SynthesisRegioselectivityStereoselectivity In Addition Reactions
An efficient asymmetric vinylogous Mannich (AVM) addition reaction of 3-alkenyl-2-oxindoles to α-fluoroalkyl aldimines has been developed. This reaction provided various optical active α-alkylidene-δ-amino-δ-fluoroalkyl oxindoles in excellent yields, complete γ-site regioselectivity, and excellent diastereoselectivities.