Umpolung of the reactivity of allylsilanes. Palladium(II) catalyzed cyclization of allylsilyl alcohols: a new route to substituted 2-vinyltetrahydrofurans

Functionalized allylsilanes 1–4 undergo palladium(II) catalyzed ring closure to afford 4- and/or 5-substituted 2-vinyltetrahydrofurans (5–8) under mild conditions. The catalytic reactions proceed through (η3-allyl)palladium intermediates formed by palladadesilylation of the allylsilane substrates.