Tetrahedron p. 8787 - 8800 (1999)
Update date:2022-08-05
Topics:
Suginome, Michinori
Matsuda, Takanori
Nakamura, Hiroshi
Ito, Yoshihiko
Addition of the silicon-boron bonds of (dimethylphenylsilyl)boranes having pinacol, catechol, and diethylamino groups on the boron across carbon- carbon triple bonds is effectively catalyzed by palladium complexes. The silaboration of a variety of terminal alkynes took place with almost complete regio- and stereoselectivity to afford (Z)-1-boryl-2-silylalkenes in high yields. The silaboration products were subjected to the palladium-catalyzed cross-coupling reaction with aryl iodide and rhodium-catalyzed conjugate addition to methyl vinyl ketone, giving β-silylstyrene derivatives and δ- silyl-γ,δ-unsaturated ketones, respectively, in high yields.
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