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Issue 23, 2011
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Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: formal synthesis of (±)-grandisol

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Abstract

Unsaturated eight-membered lactones undergo decarboxylative and non-decarboxylative transannular Ireland–Claisen rearrangement reactions, to give substituted vinylcyclobutanes. A formal synthesis of (±)-grandisol is described.

Graphical abstract: Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: formal synthesis of (±)-grandisol

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Publication details

The article was received on 22 Sep 2011, accepted on 06 Oct 2011 and first published on 06 Oct 2011


Article type: Communication
DOI: 10.1039/C1OB06619F
Org. Biomol. Chem., 2011,9, 8000-8002

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    Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: formal synthesis of (±)-grandisol

    D. Craig, K. Funai, S. J. Gore, A. Kang and A. V. W. Mayweg, Org. Biomol. Chem., 2011, 9, 8000
    DOI: 10.1039/C1OB06619F

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