A Second-Generation Chemoenzymatic Total Synthesis of Platencin

Muhammad Rehmani N., Draffan Alistair G., Banwell Martin G.*, Willis Anthony C.

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    2 Citations (Scopus)

    Abstract

    A total synthesis of the potent antibacterial agent platencin is described. The reaction sequence used involves, as starting material, an enantiomerically pure cis-1,2-dihydrocatechol derived from the whole-cell biotransformation of iodobenzene. Simple chemical manipulations of this metabolite provide a triene that engages in a thermally promoted intramolecular Diels–Alder reaction to establish the octa­hydro-2H-2,4a-ethanonaphthalene core of platencin.

    Original languageEnglish
    Article numberst-2015-d0783-l
    Pages (from-to)61-66
    Number of pages6
    JournalSynlett
    Volume27
    Issue number1
    DOIs
    Publication statusPublished - 4 Jan 2016

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