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

J Org Chem. 2016 Aug 5;81(15):6515-24. doi: 10.1021/acs.joc.6b01139. Epub 2016 Jul 22.

Abstract

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 diastereoselectivity in a very simple manner. The reported examples expand the versatility of the Povarov reaction to unprecedented fluorinated substrates, generating scaffolds that contain quaternary α-amino acid units.

Publication types

  • Research Support, Non-U.S. Gov't