4.5 Article

A Highly Enantioselective Alkene Methoxycarbonylation Enables a Concise Synthesis of (S)-Flurbiprofen

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 32, Pages 4859-4863

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700791

Keywords

Palladium; Asymmetric catalysis; Carbonylation; Hydroesterification; Hydroxycarbonylation

Funding

  1. Engineering and Physical Sciences Research Council (EPSRC) [EP/MC038868/1]
  2. Doctoral Training Grant (DTG)
  3. EPSRC [EP/M003868/1] Funding Source: UKRI
  4. Engineering and Physical Sciences Research Council [EP/M003868/1, 1398296] Funding Source: researchfish

Ask authors/readers for more resources

A highly enantioselective synthesis of (S)-flurbiprofen methyl ester in two steps from commercially available 4-bromo-2-fluoro-1,1-biphenyl is shown. [PdCl2((S)-xylyl-phanephos)] catalyst is used to accomplish both Grignard cross-coupling and the highly enantioselective intermolecular methoxycarbonylation reaction.

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