4.4 Article

Synthesis of Two Nuphar Alkaloids by Allenic Hydroxylamine Cyclisation

Journal

SYNLETT
Volume -, Issue 6, Pages 866-868

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1219554

Keywords

piperidines; allenes; cyclisation; silver; alkaloids

Funding

  1. Nanyang Technological University
  2. Singapore Ministry of Education Academic Research Fund Tier 2 [T206B1220RS]

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A highly diastereoselective silver-catalysed cyclisation of a 2-substituted beta-allenic hydroxylamine is reported. The resulting trans-isoxazolidine is converted into two Nuphar alkaloids by a sequence involving cross-metathesis and intramolecular reductive amination.

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