Total syntheses of the resorcylic acid lactone neocosmosin a and its enantiomer

Yiwen Zhang, Michael Dlugosch, Martin Jübermann, Martin G. Banwell*, Jas S. Ward

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    23 Citations (Scopus)

    Abstract

    A total synthesis of the structure, 1, assigned to the recently reported resorcylic acid lactone (RAL) neocosmosin A has been established. Olefin-cross metathesis, ring-closing metathesis, palladium-catalyzed Meinwald rearrangement, and Mitsunobu esterification reactions were used as key steps. A late-stage and simple modification to the reaction sequence also provided compound ent-1 that, in fact, represents the true structure of the natural product.

    Original languageEnglish
    Pages (from-to)4828-4833
    Number of pages6
    JournalJournal of Organic Chemistry
    Volume80
    Issue number9
    DOIs
    Publication statusPublished - 1 May 2015

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