REACTIONS OF ALLYLSILANES AND APPLICATION TO ORGANIC SYNThESIS

Abstract — Allylsilanes undergo regiospecific reactions with a variety of electrophilic species, especially with carbon electrophiles to form a new carbon—carbon bond. An electrophile enters on the terminus of the allylic system and the cleavage of the carbon—silicon bond occurs to give a new allylic system in which the double bond is relocated adjacent to its original position. Allylsilanes also undergo conjugate addition to n,3—eno— nes to give 6,c—enones exclusively. High nucleophilicity of the double bond of allylsilanes together with these advantageous features render very useful applications in organic synthesis.