Organic Letters · 2014 · 91 citations · 31 references
Natural SciencesChemistryCatalysisOrganometallic ChemistryStructure-activity RelationshipsCatalyst DesignCatalytic MechanismsAsymmetric SynthesisEnantioselective CatalysisEnantioselective SynthesisMild Reaction Conditions
Highly asymmetric bromocyclization of tryptophol by using chiral anionic phase-transfer catalyst and DABCO-derived brominating reagent is described. Optimization of the reaction conditions revealed that the reaction rate was accelerated together with improvement of enantioselectivity by addition of catalytic DABCO-derived brominating reagent. From tryptophol, 3-bromofuroindoline could be directly obtained in excellent enantioselectivities by employing this novel methodology.
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Asymmetric Electrophilic Fluorination Using an Anionic Chiral Phase-Transfer Catalyst
Vivek Rauniyar, Aaron D. Lackner, Gregory L. Hamilton et al. · Science · 2011 · 504 citations