The Reaction Mechanism of Spirocylization and Stereoselectivity Studies for the Calyculin C16-C25 Fragment

Ari M.P. Koskinen, Vesa Rauhala, Kalle Nättinen, Kari Rissanen

    Research output: Contribution to journalArticleScientificpeer-review

    22 Citations (Scopus)
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    Abstract

    The mechanism of the double intramolecular hetero-Michael addition, a key reaction in the planned synthesis of the natural product calyculin C, has been studied by NMR. The cyclization follows Baldwin’s rules and proceeds first through a six-membered ring closure (6-endo-dig), followed by a fivemembered ring cyclization (5-exo-trig).
    Original languageEnglish
    JournalEuropean Journal of Organic Chemistry
    DOIs
    Publication statusPublished - 2005
    MoE publication typeA1 Journal article-refereed

    Keywords

    • cyclization
    • Michael addition

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