Flow synthesis of tricyclic spiropiperidines as building blocks for the histrionicotoxin family of alkaloids

    • Malte Brasholz1
    • Brian A. Johnson2
    • James M. Macdonald1
    • Anastasios Polyzos1
    • John Tsanaktsidis1
    • Simon Saubern1
    • Andrew B. Holmes1,2
    • John H. Ryan1
    • 1CSIRO Molecular and Health Technologies, Victoria, Australia
    • 2School of Chemistry, Bio 21 Institute, University of Melbourne, Victoria, Australia

    A domino cyclization reaction of the bis-unsaturated ketone 3 with hydroxylamine proceeds with good yield and high stereoselectivity, in a flow reactor system. The tricyclic spiropiperidine products 5 and 2 obtained are valuable building blocks for the synthesis of analogues of the histrionicotoxin alkaloids.

    Read the publication that featured this abstract

    Get in touch

    For more information on flow chemistry systems and services please use the contact methods below.

    Call us on +44 (0)1284 728659 or Email us

    Request a quote