6533b839fe1ef96bd12a64d5

RESEARCH PRODUCT

Gold-Catalyzed Povarov-Type Reaction of Fluorinated Imino Esters and Furans

Carlos Del PozoSantos FusteroJavier MiróMaría Sánchez-rosellóAlvaro Sanz-vidal

subject

010405 organic chemistryChemistryOrganic ChemistryOrganic chemistryPovarov reaction010402 general chemistry01 natural sciences0104 chemical sciencesCatalysis

description

A gold-catalyzed Povarov-type reaction of fluorinated imino esters and furans is described. The process, which takes place in dichoromethane at room temperature, gives rise to novel fluorinated tetrahydrofuran-fused tetrahydroquinolines in good yields and moderate levels of diastereo-selectivity in a very simple manner. The reported examples expand the versatility of the Povarov reaction to unprecedented fluorinated substrates, generating scaffolds that contain quaternary alpha-amino acid units.

https://doi.org/10.1021/acs.joc.6b01139