4.6 Article

Synthesis of dysideaproline E using organocatalysis

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 1, Pages 265-272

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0ob00617c

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Funding

  1. BBSRC
  2. EPSRC
  3. AstraZeneca
  4. Government of Ghana

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(S)-4,4-Dichloro-3-methylbutanoic acid was prepared in 51% overall yield from commercially available starting materials using an organocatalytic transfer hydrogenation to 4,4-dichloro-3-methylbut-2-enal in the key step. The (S)-dichloro acid was used as an intermediate in the first total synthesis of dysideaproline E and a diastereomer confirming the structure of the natural product.

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