4.7 Article

Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane

Journal

CHEMICAL COMMUNICATIONS
Volume -, Issue 43, Pages 6604-6606

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/b914315g

Keywords

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Funding

  1. NSFC [20872159, 20821002, 20942003]
  2. National Basic Research Program of China [2009CB825300]
  3. Innovative Program of Shanghai Education Committee [09ZZ36]

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Highly regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl) methane (FBSM) has been realized by [Ir(COD)Cl](2)/phosphoramidite, affording enantiopure fluorobis(phenylsulfonyl)methylated compounds bearing a terminal alkene, which could be converted to monofluoro-methylated ibuprofen in just two steps without loss of the optical purity (95% ee).

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