Trost desymmetrization

What is Trost desymmetrization?

The Trost desymmetrization is a chemical reaction that involves the palladium-catalyzed desymmetrization of a substrate using a nitrogen nucleophile. This process results in the formation of an enantiomerically pure, five or six-membered ring that contains either an azide or an amine. The palladium complex used in the reaction is derived from a chiral ligand and π-allylpalladium chloride.

Trost desymmetrization - palladium-catalyzed
Trost desymmetrization


A modular approach for ligand design for asymmetric allylic alkylations via enantioselective palladium-catalyzed ionizations
Barry M. Trost, David L. Van Vranken, and Carsten Bingel
Journal of the American Chemical Society 1992 114 (24), 9327-9343
DOI: 10.1021/ja00050a013