Rhodium(III)-catalyzed diastereo- and enantioselective hydrosilylation/cyclization reaction of cyclohexadienone-tethered α,β-unsaturated aldehydes

Abstract

A rhodium(III)-catalyzed hydrosilylation/cyclization reaction of cyclohexadienone-tethered α,β-unsaturated aldehydes (1,6-dienes) with triethylsilane is described, providing a series of cis-hydrobenzofurans, cis-hydroindoles, and cis-hydroindenes bearing silyl enol ether in good to excellent yields and excellent stereoselectivities. Additionally, the versatility of this method was demonstrated through a gram-scale experiment and various downstream transformations, highlighting its utility.