Synthesis of protected 3-aminopiperidine and 3-aminoazepane derivatives using enzyme cascades

Research output: Contribution to journalArticlepeer-review

  • External authors:
  • Grayson J. Ford
  • Nico Kress
  • Ashley P. Mattey
  • Lorna J. Hepworth
  • Christopher R. Baldwin
  • James R. Marshall
  • Lisa S. Seibt
  • Min Huang
  • William R. Birmingham

Abstract

Multi-enzyme cascades utilising variants of galactose oxidase and imine reductase led to the successful conversion of N-Cbz-protected l-ornithinol and l-lysinol to l-3-N-Cbz-aminopiperidine and l-3-N-Cbz-aminoazepane respectively, in up to 54% isolated yield. Streamlining the reactions into one-pot prevented potential racemisation of key labile intermediates and led to products with high enantiopurity.

Bibliographical metadata

Original languageEnglish
Pages (from-to)7949-7952
Number of pages4
JournalChemical Communications
Volume56
Issue number57
DOIs
Publication statusPublished - 21 Jul 2020