Regiodivergent hydrosilylation in the nickel(0)-catalyzed cyclization of 1,6-enynes

Abstract

Transition-metal-catalyzed hydrosilylation is an efficient strategy for the synthesis of valuable organosilanes, while divergent synthetic routes are still a challenge. Herein, we realized the nickel(0)-catalyzed divergent hydrosilylation/cyclization of 1,6-enynes to construct two different types of cyclic organosilanes from the same starting materials. A variety of functionalized 1,6-enynes reacted with silanes to give vinyl silanes or alkyl silanes with excellent regio- and diastereo-selectivity. Moreover, silanol products could also be formed when water was added. Synthetic value and mechanistic studies were also performed.