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Prof. José Barluenga, Giacomo Lonzi, Prof. Miguel Tomás and Dr. Luis A. López Reactivity of Stabilized Vinyl Diazo Derivatives toward Unsaturated Hydrocarbons: Regioselective Gold-Catalyzed Carbon–Carbon Bond Formation Chemistry - A European Journal 19

Article first published online: 19 DEC 2012 | DOI: 10.1002/chem.201203217

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They struck gold! New reaction modes were observed in the gold-catalyzed reaction of alkenyldiazo compounds and unsaturated substrates. The process represents a new C[BOND]C bond-formation reaction in which alkenes, alkynes, and arenes are active reagents for the Cγ-allylation, -allenylation, and -arylation, respectively, of alkenyldiazo substrates (see scheme). The reactivity pattern is likely to rely on the formation of a highly electrophilic alkenylgold carbenoid, which may be involved in a carbocation-type mechanism.

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