Abstract
Treatment of gem-dibromoalkanes with allylic Grignard reagents in the presence of a catalytic amount of silver triflate in diethyl ether leads to diallylation to afford 1,6-heptadiene derivatives. Benzylic Grignard reagents also undergo a similar transformation to yield 1,3-diphenylpropanes. Controlled sequential treatment of gem-dibromoalkane with two different Grignard reagents results in selective displacement of the two bromine atoms with allylic and benzylic moieties.
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