Enantioselective Rhodium-Catalyzed Addition of Potassium Alkenyltrifluoroborates to Cyclic Imines

Abstract

Cyclic imines, in which the C[DOUBLE BOND]N bond is constrained in the Z geometry, have been identified as highly effective substrates for enantioselective rhodium-catalyzed additions of potassium alkenyltrifluoroborates. Not only is the alkene in the products a useful functional handle for subsequent manipulations, products containing aryl sulfamates may be employed in nickel-catalyzed Suzuki–Miyaura and Kumada coupling reactions to generate further compounds of interest.