Despite the recent advances made in the area of asymmetric hydrosilylation, metal-catalyzed enantioselective hydrosilylation of unactivated internal alkenes remains a challenge. Here, we report a rhodium-catalyzed enantioselective hydrosilylation of unactivated internal alkenes bearing a polar group. The coordination assistance by an amide group enables the hydrosilylation to occur with high regio- and enantioselectivity.