Nanogold-catalyzed cis-silaboration of alkynes with abnormal regioselectivity.

The first example of gold-catalyzed silaboration of alkynes with PhMe2SiBpin is documented in the presence of supported gold nanoparticles. In the case of terminal alkynes, the reaction proceeds at ambient conditions in very good yields and the regioselectivity is opposite to that observed in the presence of Pd or Pt catalysts. The abnormal regioselectivity is attributed to steric factors imposed by the Au nanoparticle during the 1,2-addition of silylborane to the alkyne.