Copper(I) tert-butoxide-promoted allylation of β-triphenylsilyl allylic alcohols via 1,3 Csp2-to-o silyl migration
The substitution of the silyl group in vinylsilanes by an allylic group proceeded when β-triphenylsilylallyl alcohols were treated with copper(I) tert-butoxide and allylic halides. This reaction is the first synthetic application of 1,3 Csp2-to-O silyl migration which provides a useful method for generation of vinyl anion equivalents.
Palladium-Catalyzed Regio- and Stereoselective Aryldesilylation of α-Silylstyrenes with Arenediazonium Salts
α-Trialkylsilylstyrenes easily reacted with arenediazonium tetrafluoroborates+ BF4- (4)> to give (E)-PhCH=CHAr under palladium(0) catalysis.The bulky substituents on silicon gave better stereoselectivity.