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Directed Nickel-Catalyzed 1,2-Dialkylation of Alkenyl Carbonyl Compounds

Abstract

A nickel-catalyzed conjunctive cross-coupling of non-conjugated alkenes, alkyl halides, and alkylzinc reagents is reported. Regioselectivity is controlled by chelation of a removable bidentate 8-aminoquinoline directing group. Under optimized conditions, a wide range of 1,2-dialkylated products can be accessed in moderate to excellent yields. To the best of our knowledge, this report represents the first example of three-component 1,2-dialkylation of non-conjugated alkenes to introduce differentiated alkyl fragments.

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Publication details

The article was received on 17 Apr 2018, accepted on 09 May 2018 and first published on 16 May 2018


Article type: Edge Article
DOI: 10.1039/C8SC01735B
Citation: Chem. Sci., 2018, Accepted Manuscript
  • Open access: Creative Commons BY-NC license
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    Directed Nickel-Catalyzed 1,2-Dialkylation of Alkenyl Carbonyl Compounds

    J. Derosa, V. A. van der Puyl, V. T. Tran, M. Liu and K. M. Engle, Chem. Sci., 2018, Accepted Manuscript , DOI: 10.1039/C8SC01735B

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