Rh-Catalyzed Conjugate Addition of Arylzinc Chlorides to Thiochromones: A Highly Enantioselective Pathway for Accessing Chiral Thioflavanones.
A highly efficient asymmetric synthesis of chiral thioflavanones is developed via conjugate addition of arylzinc reagents to thiochromones using Rh(COD)Cl2/(R)-3,4,5-MeO-MeOBIPHEP catalyst. This method overcomes catalyst poisoning and substrate inertness and affords a series of chiral thioflavanones (2-arylthiochroman-4-ones) in good yields (up to 91% yield) with excellent ee values (up to 97% ee). The established asymmetric synthesis paves the way for further pharmaceutical studies.
Department of Chemistry, South University of Science and Technology of China , Shenzhen 518055, China.
Ling
L
Meng
Department of Chemistry, South University of Science and Technology of China , Shenzhen 518055, China.
Ming Yu
MY
Jin
Department of Chemistry, South University of Science and Technology of China , Shenzhen 518055, China.
Jun
J
Wang