title: Borane-Catalyzed Selective Hydrosilylation of Internal Ynamides Leading to β-Silyl (Z)-Enamides.
abstract: We have developed a borane-catalyzed regio- and stereoselective hydrosilylation of internal ynamides for the first time. The scope of ynamide substrates and silane reactants was broad under mild reaction conditions, affording synthetically versatile β-silyl (Z)-enamide products. The observed stereoselectivity was reasoned to be due to the β-silicon effect on a postulated ketene iminium intermediate.
authors.affiliation: Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST) , Daejeon 34141, Korea.|Center for Catalytic Hydrocarbon Functionalization, Institute for Basic Science (IBS) , Daejeon 34141, Korea.
authors.forename: Youngchan
authors.initials: Y
authors.lastname: Kim
authors.affiliation: Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST) , Daejeon 34141, Korea.|Center for Catalytic Hydrocarbon Functionalization, Institute for Basic Science (IBS) , Daejeon 34141, Korea.
authors.forename: Ramesh B
authors.initials: RB
authors.lastname: Dateer
authors.affiliation: Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST) , Daejeon 34141, Korea.|Center for Catalytic Hydrocarbon Functionalization, Institute for Basic Science (IBS) , Daejeon 34141, Korea.
authors.forename: Sukbok
authors.identifier: 0000-0001-9069-0946
authors.initials: S
authors.lastname: Chang