Transfer Hydrogenation of β‑Trifluoromethylated Nitroalkenes Catalyzed by Chiral Calcium Phosphate

手性磷酸钙催化的β-三氟甲基化硝基烯烃的转移氢化反应

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Abstract

We have developed a chiral calcium phosphate-catalyzed transfer hydrogenation of β-trifluoromethylated nitroalkenes. The reaction has a wide substrate scope, giving β-trifluoromethylated nitroalkanes in high yields with high to excellent enantioselectivities (up to 98% ee). Pentafluoroethylated nitroalkene was also a suitable substrate. After the reduction of the nitro group, β-trifluoromethyl amine was synthesized without a loss of enantioselectivity. Chiral 3-trifluoromethyl-2,3-dihydropyrrole derivatives were also synthesized through the intramolecular hydroamination of alkynyl-β-trifluoromethyl amines with high optical purity.

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