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Palladium-Catalyzed Enantioselective C-H Olefination of Diaryl Sulfoxides through Parallel Kinetic Resolution and Desymmetrization.

Yu-Chao ZhuYan LiBo-Chao ZhangFeng-Xu ZhangYi-Nuo YangXi-Sheng Wang
Published in: Angewandte Chemie (International ed. in English) (2018)
The first example of PdII -catalyzed enantioselective C-H olefination with non-chiral or racemic sulfoxides as directing groups was developed. A variety of chiral diaryl sulfoxides were synthesized with high enantioselectivity (up to 99 %) through both desymmetrization and parallel kinetic resolution (PKR). This is the first report of PdII -catalyzed enantioselective C(sp2 )-H functionalization through PKR, and it represents a novel strategy to construct sulfur chiral centers.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • room temperature
  • single molecule
  • mass spectrometry