6533b839fe1ef96bd12a6580

RESEARCH PRODUCT

Highly Enantioselective Friedel−Crafts Alkylations of Indoles with Simple Enones Catalyzed by Zirconium(IV)−BINOL Complexes

Gonzalo BlayIsabel FernándezCarlos VilaJosé R. Pedro

subject

ZirconiumOrganic ChemistryEnantioselective synthesischemistry.chemical_elementGeneral MedicineAlkylationBiochemistryPyrrole derivativesCatalysischemistry.chemical_compoundchemistrySimple (abstract algebra)Organic chemistryPhysical and Theoretical ChemistryFriedel–Crafts reactionPyrrole

description

Complexes of BINOL-based ligands with Zr(OtBu)4 catalyze the Friedel-Crafts alkylation reaction of indoles and pyrrole with nonchelating beta-substituted alpha,beta-enones at room temperature affording the expected products with good yields and ee above 95% in most of the studied examples.

https://doi.org/10.1021/ol0710820