Synthetic Applications of Asymmetric Horner-Wadsworth-Emmons Condensations: Approaches to Marine Natural Products

Joshua S. Tullis, Paul Helquist, Tobias Rein

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    Asymmetric HWE condensations of meso-dialdehyde 1 with chiral phosphonates containing 8-phenylmenthol very directly generate chiral moieties that are seen in a number of cytotoxic natural products. The HWE reactions proceed in good yields with synthetically useful geometric and diastereoselectivities. Also, we demonstrate the applicability of the HWE products to the synthesis of biologically active marine natural products.
    Original languageEnglish
    JournalPhosphorus, Sulfur and Silicon and the Related Elements
    Volume144-146
    Pages (from-to)165-168
    ISSN1042-6507
    Publication statusPublished - 1999
    EventXIV International Conference on Phosphorus Chemistry - Cincinnati,OH, United States
    Duration: 12 Jul 199817 Jul 1998
    Conference number: 14

    Conference

    ConferenceXIV International Conference on Phosphorus Chemistry
    Number14
    CountryUnited States
    CityCincinnati,OH
    Period12/07/199817/07/1998

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