Preparations of bicycliclactols from allyl and/or homoallyl propargyl acetal-cobalt complexes and its application to the formal synthesis of (±) loganine

Nakcheol Jeong, Yeoul Lee Bun, Min Lee Seong, Keun Chung Young, Lee Sueg-Geun

    Research output: Contribution to journalArticlepeer-review

    49 Citations (Scopus)

    Abstract

    3-oxa-2-alkoxy bicyclo [3,3,0]-oct-5-en-7-ones and 3-oxa-2-alkoxy bicyclo [4,3,0]-non-5-en-7-ones were efficiently prepared from the corresponding bis(allyl or homoallyl)propargyl acetal-cobalt complexes in the presence of trimethylamine N-oxide. This methodology was successfully applied to the formal synthesis of (±) loganine.

    Original languageEnglish
    Pages (from-to)4023-4026
    Number of pages4
    JournalTetrahedron Letters
    Volume34
    Issue number25
    DOIs
    Publication statusPublished - 1993 Jun 18

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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