Asymmetric Hydrogenation by Relay Catalysis with FLPs and CPAs: Stereodivergent Synthesis of 3-Substituted Flavanones

To access flavanones bearing two contiguous stereogenic centers, a metal-free asymmetric hydrogenation of racemic 3-alkylidene flavanones has been developed by relay catalysis with achiral FLPs and chiral phosphoric acids, which represents a successful detour for the challenging hydrogenation of 3-substituted flavones. A wide range of trans- and cis-flavanones were obtained in high yields and ≤97% ee.