Organocatalytic Asymmetric Three-Component Povarov Reactions of Anilines and Aldehydes

Org Lett. 2020 Mar 6;22(5):1858-1862. doi: 10.1021/acs.orglett.0c00206. Epub 2020 Feb 21.

Abstract

We report the first highly enantio- and diastereoselective three-component Povarov reaction between anilines and aldehydes catalyzed by a chiral amine catalyst. A wide variety of substituted tetrahydroquinolines were obtained with moderate to good yields and excellent enantioselectivity and diastereoselectivity (up to 99% ee and >95:5 dr) under the reaction conditions. Furthermore, the reaction intermediates could be efficiently converted to other valuable building blocks.

Publication types

  • Research Support, Non-U.S. Gov't