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Enantioselective alkynylation of aldehydes with chiral β-imino α-perfluoroalkylpropanol derivatives
Authors:Masaaki Omote  Yusuke Eto  Atsushi Tarui  Kazuyuki Sato  Akira Ando
Institution:Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata 573-0101, Japan
Abstract:Chiral β-imino α-perfluoroalkylpropanol derivatives 1 were prepared by condensation of (2S,3S)-2-amino-3-perfluorooctyl-1-phenylpropan-3-ol 2 and aldehydes. Among them, (2S,3S)-1d prepared from 2 and salicylaldehyde catalyzed the asymmetric alkynylation of aldehydes using alkynylzincs to afford the product in up to 81% ee.
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