Further investigations into the preparation and [4+2] cycloadditionreactions of vinyl norcaradiene derivatives

Lisa A. Buttle, Jonathan C. Morris, Lewis N. Mander*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    2 Citations (Scopus)

    Abstract

    Norcaradiene derivatives derived from the copper-catalyzed intramolecular cyclopropanation reactions of 2-(5-vinyl-1,2,3,4-tetrahydronaphthalene) diazomethyl ketones have been prepared and submitted to Diels-Alder reactions with a range of dienophiles, including methyl acrylate, methyl 2-chloroacrylate, maleic anhydride and citraconic anhydride. The cycloaddition reactions gave better yields and were more selective when the vinyl norcaradienes were based on 8-methoxynaphthyl diazoketones.

    Original languageEnglish
    Pages (from-to)118-134
    Number of pages17
    JournalArkivoc
    Volume2003
    Issue number8
    Publication statusPublished - 2003

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