The Synthesis, Structural Characterisation and Chemical Manipulation of the [6+3] Cycloadduct Derived from α-Tropolone O-Methyl Ether and Trimethylenemethane

Antony L. Crisp, Benjamin Noble, Brett D. Schwartz, Anthony C. Willis, Michelle L. Coote, Martin G. Banwell*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    3 Citations (Scopus)

    Abstract

    The title bicyclic system 3, the adduct arising from the formal [6+3] cycloaddition of α-tropolone O-methyl ether (1) and trimethylenemethane (2), has been prepared and subject to single-crystal X-ray analysis. The chemical manipulation of adduct 3 in a range of ways is reported, including through acid-catalysed rearrangement of the derived mono-oxide to give the bicyclo[4.3.1]undecane 21.

    Original languageEnglish
    Pages (from-to)1458-1467
    Number of pages10
    JournalAsian Journal of Organic Chemistry
    Volume8
    Issue number8
    DOIs
    Publication statusPublished - Aug 2019

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