Chemistry of organosilicon compounds. CC. Allyl coupling reactions of allylsilanes and allylstannanes with allylic halides, ethers and acetates promoted by a Lewis acid

Article abstract of DOI:10.1016/0022-328X(85)87360-5

Facile allyl couplings between allylsilanes or allylstannanes and various allylic substrates such as halides, ethers or acetates promoted by a Lewis acid, leading to 1,5-dienes with regiospecific transposition in the allylic part of allylmetallics have been observed. The combination of allylstannanes with allylic acetates promoted by bis(diethylaluminum) sulfate gives the most satisfactory results. The factors influencing the regioselectivity with respect to allylic substrates are discussed.