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, AustraliaRead the publication that featured this abstract
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.
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