Highly enantioselective synthesis of α-(perfluoroalkyl)amines via hydrogenation of enamide precursors in the presence of chiraphos-rhodium catalyst |
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Authors: | Koichi Mikami Tatsushi Murase Lili Zhai Yoshimitsu Itoh Shigekazu Ito |
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Institution: | Department of Applied Chemistry, Tokyo Institute of Technology, Meguro-ku, Tokyo 152-8552, Japan |
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Abstract: | Highly (up to 99% ee) enantio-enriched perfluoroalkyl amines can be synthesized by the perfluoroalkylation of nitriles with Lewis acidic perfluoroalkyl titanate reagents and catalytic asymmetric hydrogenation with the chiraphos-Rh catalyst of the resultant perfluoroalkyl enamides via base-mediated tautomerization. |
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