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Issue 46, 2015
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Palladium-catalyzed aerobic oxidative double allylic C–H oxygenation of alkenes: a novel and straightforward route to α,β-unsaturated esters

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Abstract

A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished using the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C–O bond formation involving double allylic C–H oxygenation unlocks opportunities for markedly different synthetic strategies. Moreover, the reaction affords aryl α,β-unsaturated esters directly from readily available terminal olefins in moderate to good yields with excellent chemo- and stereoselectivities.

Graphical abstract: Palladium-catalyzed aerobic oxidative double allylic C–H oxygenation of alkenes: a novel and straightforward route to α,β-unsaturated esters

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Publication details

The article was received on 18 Mar 2015, accepted on 05 May 2015 and first published on 07 May 2015


Article type: Communication
DOI: 10.1039/C5CC02277K
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Chem. Commun., 2015,51, 9575-9578

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    Palladium-catalyzed aerobic oxidative double allylic C–H oxygenation of alkenes: a novel and straightforward route to α,β-unsaturated esters

    W. Yang, H. Chen, J. Li, C. Li, W. Wu and H. Jiang, Chem. Commun., 2015, 51, 9575
    DOI: 10.1039/C5CC02277K

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