Enantioselective synthesis of spiroimidazolones by synergistic catalysis

Abstract

The present study investigates an enantioselective cyclization of enals with imidazolone derivatives catalyzed by a combination of achiral Pd(0) complex and chiral secondary amine. Corresponding spirocyclic imidazolones were produced in high yields with moderate diastereoselectivity and excellent enantioselectivity.

The developed co-operative catalytic methodology provides a highly substituted spirocyclic scaffold with four stereogenic centers under mild conditions.

Keywords

• asymmetric synthesis
• synergistic catalysis
• spirocyclic compounds
• imidazolones