A homodinuclear cobalt complex for the catalytic asymmetric Michael reaction of β-ketoesters to nitroolefins

Abstract

A homodinuclear Co₂/aminophenol sulfonamide complex has been developed for the asymmetric Michael reaction of β-ketoesters with nitroolefins. This procedure is capable of tolerating a wide range of substrates and excellent results (up to 99% yield, >99 : 1 dr and 98% ee) can also be obtained. Moreover, the reaction could be carried out on a 50 mmol scale without any decrease in the enantioselectivity and reactivity. On the basis of the results of mechanistic studies, we proposed that the Co₂/2a complex would be the active species and a possible catalytic cycle was described.