Asymmetric Fukuyama Cross-Coupling of Racemic Benzylic Zinc Reagents
Enantioconvergent Fukuyama Cross-Coupling of Racemic Benzylic Organozinc Reagents.
Angew. Chem. Int. Ed. 2016;
18. April 2016 (online)
Maulide and co-workers report an enantioconvergent palladium-catalyzed Fukuyama cross-coupling of racemic benzylic zinc reagents with thioesters. A wide range of acyclic α-disubstituted carbonyl compounds are afforded in high yields under mild reaction conditions.
The addition of ZnCl2 significantly improved both the yield and enantioselectivity of the reaction by influencing the Schlenk equilibrium, as well as by accelerating the racemization rate of the secondary organozinc reagents.