A chemoenzymatic total synthesis of the Amaryllidaceae alkaloid narseronine

Brett D. Schwartz, Martin G. Banwell*, Ian A. Cade

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    26 Citations (Scopus)

    Abstract

    A 15-step and fully stereocontrolled total synthesis of the title alkaloid 1 has been accomplished using the enantiomerically pure and enzymatically- derived cis-1,2-dihydrocatechol 2 as starting material. The final and pivotal step involved the intramolecular hetero-Michael addition of secondary amine 16 to a tethered enone moiety followed by trapping of the resulting enolate through its reaction with an adjacent ester residue.

    Original languageEnglish
    Pages (from-to)4526-4528
    Number of pages3
    JournalTetrahedron Letters
    Volume52
    Issue number35
    DOIs
    Publication statusPublished - 31 Aug 2011

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