6533b857fe1ef96bd12b3c18

RESEARCH PRODUCT

Enantioselective Synthesis of Tertiary Alcohols through a Zirconium-Catalized Friedel-Crafts Alkylation of Pyrroles with alpha-Ketoesters

Alejandro RecuencoCarlos VilaJosé R. PedroM. Carmen MuñozIsabel FernándezGonzalo Blay

subject

ZirconiumchemistryFISICA APLICADAOrganic ChemistryEnantioselective synthesischemistry.chemical_elementOrganic chemistryAlkylationTertiary alcoholsFriedel–Crafts reactionCatalysis

description

Chiral complexes of 1,10-bi-2-naphthol-based ligands with zirconium tert-butoxide catalyze the Friedel Crafts alkylation of pyrroles with R-ketoesters to afford tertiary alcohols in good yields and ee up to 98%. The reaction is also of application to 4,7-dihydroindole to give C2-alkylated indoles after oxidation with p-benzoquinone.

10.13039/501100004837http://hdl.handle.net/10251/57368