4.8 Article

One-pot triangular chemoenzymatic cascades for the syntheses of chiral alkaloids from dopamine

Journal

GREEN CHEMISTRY
Volume 17, Issue 2, Pages 852-855

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4gc02325k

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Funding

  1. Wellcome Trust
  2. EPSRC
  3. GlaxoSmithKline
  4. Biotechnology and Biological Sciences Research Council (BBSRC) [BB/G014426/1]
  5. BBSRC [BB/G014426/1] Funding Source: UKRI
  6. Biotechnology and Biological Sciences Research Council [BB/G014426/1] Funding Source: researchfish

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We describe novel chemoenzymatic routes to (S)-benzylisoquinoline and (S)-tetrahydroprotoberberine alkaloids using the enzymes transaminase (TAm) and norcoclaurine synthase (NCS) in a one-pot, one-substrate 'triangular' cascade. Employment of up to two C-C bond forming steps allows for the rapid generation of molecular complexity under mild conditions.

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