4.8 Article

Palladium-Catalyzed Asymmetric Addition of Diarylphosphines to α,β-Unsaturated Sulfonic Esters for the Synthesis of Chiral Phosphine Sulfonate Compounds

Journal

ORGANIC LETTERS
Volume 15, Issue 19, Pages 5016-5019

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol402351c

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Funding

  1. National Basic Research Program of China (973 Program) [2010CB833300]
  2. NSFC [20902099, 21172238]
  3. SIOC

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Highly stereoselective addition of diarylphosphines to alpha,beta-unsaturated sulfonic esters catalyzed through a PCP pincer-Pd complex is developed to synthesize chiral phosphine sulfonic esters with excellent enantioselectivity (up to 99.5% ee). The transformation of the chiral adduct into a useful palladium phosphine sulfonate complex is also demonstrated.

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