Organocatalytic Domino Entry to an Octahydroacridine Scaffold Bearing Three Contiguous Stereocenters

J Org Chem. 2018 Oct 5;83(19):12284-12290. doi: 10.1021/acs.joc.8b01875. Epub 2018 Sep 13.

Abstract

A facile and enantioselective access to a functionalized octahydroacridine scaffold was developed via an organocatalytic domino sequence between cyclohexenone and 2- N-substituted benzaldehyde. High levels of yields (up to 99%) and enantioselectivities (up to 99:1 er) were readily achieved in this developed organocatalytic transformation, which holds promising applications in the construction of complex multicyclic systems for further pharmacological studies.

Publication types

  • Research Support, Non-U.S. Gov't