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Issue 8, 2013
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An unusual silicon mediated transannular cyclopropanation

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Abstract

A silicon mediated intramolecular 1,4-conjugate addition of a homoallylic carbon nucleophile leading to cyclopropanation is reported. Specifically, treatment of 6-trimethylsilyl-5,6-dihydroazocinones with fluoride gives 4-azabicyclo(5.1.0)octenones, presenting an unusual extension to the repertoire of silyl group reactivity.

Graphical abstract: An unusual silicon mediated transannular cyclopropanation

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Publication details

The article was received on 24 Oct 2012, accepted on 20 Nov 2012 and first published on 21 Nov 2012


Article type: Communication
DOI: 10.1039/C2CC37739J
Citation: Chem. Commun., 2013,49, 795-797
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    An unusual silicon mediated transannular cyclopropanation

    B. You, K. Hamer, W. Lewis and J. Dowden, Chem. Commun., 2013, 49, 795
    DOI: 10.1039/C2CC37739J

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