Palladium- and Brønsted acid-catalyzed enantio-, site- and E/ Z-selective addition of alkylidenecyclopropanes with imines

Chem Sci. 2023 Feb 4;14(9):2348-2352. doi: 10.1039/d2sc05674g. eCollection 2023 Mar 1.

Abstract

Transition-metal catalyzed functionalization of ACPs has been widely investigated in cycloaddition and 1,3-difunctionalization reactions. However, the transition metal catalyzed nucleophilic reactions of ACPs have rarely been reported. In this article, an enantio-, site- and E/Z-selective addition of ACPs with imines for the synthesis of dienyl substituted amines has been developed via palladium- and Brønsted acid co-catalysis. A range of synthetically valuable dienyl substituted amines were effectively prepared with good to excellent yields and excellent enantio- and E/Z-selectivities.