A Paternò-Büchi approach to the synthesis of merrilactone A

Jone Iriondo-Alberdi, Jesus E. Perea-Buceta, Michael F. Greaney

    Research output: Contribution to journalArticlepeer-review

    Abstract

    (Chemical Equation Presented) A six-step approach to the tetracyclic core of merrilactone A is described that uses an intramolecular Paternò- Büchi photoaddition to install the key oxetane ring. Irradiation of bicyclic enone 16, constructed through cyclopentenone alkylation followed by a domino oxy-/carbopalladation reaction, produces the tetracyclic oxetane 17 in excellent yield, having the core carbon skeleton of the target compound merrilactone A. © 2005 American Chemical Society.
    Original languageEnglish
    Pages (from-to)3969-3971
    Number of pages2
    JournalOrganic Letters
    Volume7
    Issue number18
    DOIs
    Publication statusPublished - 1 Sept 2005

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