4.8 Article

Catalytic Asymmetric Synthesis of Quaternary α-Hydroxy Trifluoromethyl Phosphonate via Chiral Aluminum(III) Catalyzed Hydrophosphonylation of Trifluoromethyl Ketones

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ORGANIC LETTERS
卷 12, 期 19, 页码 4296-4299

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AMER CHEMICAL SOC
DOI: 10.1021/ol101737b

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资金

  1. National Natural Science Foundation of China [20732003, 20872096]
  2. PCSIRT [IRT0846]
  3. National Basic Research Program of China (973 Program) [2010CB833300]

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The chiral hydrogenated tridentate Schiff base aluminum(III) complex has been first applied in the catalytic enantioselective hydrophosphonylation of trifluoromethyl ketones. The side reactions related to phospha-Brook rearrangement were completely avoided, and the corresponding quaternary a-hydroxy trifluoromethyl phosphonates have been first synthesized in good yields with high enantioselectivities (up to 90% ee).

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