4-tert-Butoxy-1-ethoxy-1,3-bis(trimethylsilyloxy)-1,3-butadiene. A New Diene and its Application to the Synthesis of gamma-Alkylidenetetronic Acids

Thi Hong Van Nguyen, Bui Duy Cam, Zafar Ahmed, Peter Langer

    Research output: Contribution to journalArticleScientificpeer-review

    Abstract

    A new approach to gamma-alkylidenetetronic acids is reported which is based on Me3SiOTf-catalyzed [3 + 2] cyclization of 4-tert-butoxy-1,3-bis(trimethylsilyloxy)-1,3-butadiene with oxalyl chloride, orthogonal protection of the alpha-hydroxy group by benzylation and subsequent deprotection of the beta-hydroxy group.

    Original languageEnglish
    Pages (from-to)836-840
    Number of pages5
    JournalZeitschrift fur Naturforschung Section B: A Journal of Chemical Sciences
    Volume68
    Issue number7
    DOIs
    Publication statusPublished - Jul 2013
    Publication typeA1 Journal article-refereed

    Keywords

    • Butenolides
    • Cyclizations
    • O-Heterocycles
    • Oxalic Acid
    • Silyl Enol Ethers
    • CROSS-COUPLING REACTIONS
    • STEREOSELECTIVE-SYNTHESIS
    • EFFICIENT SYNTHESIS
    • ASCORBIC-ACID
    • ALKYLIDENEBUTENOLIDES
    • CYCLIZATION
    • CHEMISTRY
    • ETHERS

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