Atom-economical synthesis of bicyclo[3.1.0]hexane silanes by gold-catalyzed Si–H bond insertion reaction of 1,6-enynes with hydrosilanes

Abstract

The gold-catalyzed Si–H bond insertion reaction of 1,6-enynes with hydrosilanes, which proceeds through cyclopropyl gold carbene intermediates, allows the facile, practical, and atom-economical one-step construction of various bicyclo[3.1.0]hexane silanes in moderate to excellent yields (up to 91%) under mild reaction conditions. This reaction can be easily carried out on a gram scale, which illustrates the synthetic practicability of this protocol. Moreover, a gold-catalyzed carbene insertion into Ge–H bonds is reported for the first time.