6533b81ffe1ef96bd1278f3e

RESEARCH PRODUCT

Enantioselective Synthesis of Substituted Indoles Through Zirconium(IV)-Catalyzed Friedel–Crafts Alkylation

Isabel FernándezGonzalo BlayCarlos VilaJosé R. Pedro

subject

chemistry.chemical_classificationZirconiumOrganic ChemistryEnantioselective synthesischemistry.chemical_elementAlkylationMedicinal chemistryCatalysisStereocenterchemistryMichael reactionSide chainFriedel–Crafts reactionAlkyl

description

The chiral complex of ( R )-3,3′-Br 2 -BINOL and zirconium tert -butoxide catalyzes the Friedel–Crafts alkylation of indoles with enones bearing an alkyl or fluorinated group at the β-position to give indoles having a side chain at the C3 position with a tertiary stereogenic center in good yields and with excellent enantioselectivities.

https://doi.org/10.1055/s-0032-1317161