4.8 Article

Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol

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CHEMICAL SCIENCE
卷 11, 期 41, 页码 11189-11194

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d0sc04032k

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  1. Swedish Research Council (VR)
  2. Stiftelsen Olle Engkvist Byggmastare
  3. Knut and Alice Wallenberg Foundation [KAW 2018:0066]

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We have developed a simple protocol for the preparation of 1,2-fluorohydrin by asymmetric hydrogenation of fluorinated allylic alcohols using an efficient azabicyclo thiazole-phosphine iridium complex. The iridium-catalyzed asymmetric synthesis of chiral 1,2-fluorohydrin molecules was carried out at ambient temperature with operational simplicity, and scalability. This method was compatible with various aromatic, aliphatic, and heterocyclic fluorinated compounds as well as a variety of polyfluorinated compounds, providing the corresponding products in excellent yields and enantioselectivities.

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