Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol |
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Authors: | Sudipta Ponra Jianping Yang Haibo Wu Wangchuk Rabten Pher G. Andersson |
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Affiliation: | Department of Organic Chemistry, Stockholm University, Svante Arrhenius väg 16C, SE-10691 Stockholm Sweden.; School of Chemistry and Physics, University of KwaZulu-Natal, Private Bag X54001, Durban 4000 South Africa |
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Abstract: | 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.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. |
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