Nucleophilic Organosilicon Intermediates Turned Electrophilic:(Trimethylsilyl)metyl, Trimethylsilyloxy and also 2-Tetrahydropyranyloxy as Terminators of Cycloadditions of Allyl Cations. A Short Route to Dehydrozizaenes (6-Methylenetricyclo1,5>-undec-9,10-enes) and Related Tr...

Article abstract of DOI:10.1016/S0040-4020(01)86644-8

A range of suitable precursors were synthesized in order to contrast and use Me₃SiCH₂-, Me₃Sio- and THPO-groups as terminators in both inter- and intramolecular cycloadditions of allyl cations to cyclic 1,3-dienes.A variety of crowded bicyclic, and spirofused adducts with <3.2.1>skeletons were obtained.The compounds are of interest, e.g., in perfumery.The work contributes to the development of carbocation-induced cyclization methodology.