Lewis acid mediated domino allylation of diallylsilane to α,β-unsaturated ketones

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Takahiko Akiyama, Kanae Asayama and Satoru Fujiyoshi


Abstract

On treatment of diallyldiisopropylsilane and α,β-unsaturated ketones with BF3·OEt2, 1,4-addition of an allyl moiety and subsequent intramolecular allylation onto the β-silyl carbocation intermediate furnished domino allylation products. Oxidative cleavage of the carbon–silicon bond furnished bis-homoallylic alcohols in good yields.


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