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3).
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3).
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23
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23944496414
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For a recent review concerning fluorinated amino acids, see: (a) Qiu, X.-L.; Meng, W.-D.; Qing, F.-L. Tetrahedron 2004, 60, 6711.
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For 4-oxo-pipecolic acid, see: a, 11
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For 4-oxo-pipecolic acid, see: (a) Ref. 11.
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Ref1
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36
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45749130516
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Selected Data for Compounds 20, 22, and 23, 2S,6R)-6-Trifluoromethyl-pipecolic Acid (20) White solid; mp 118°C; [α]D25 -11.2 (c 1.00, MeOH, 1H NMR (400 MHz, D2O, δ, 3.61 (m, 1 H, 3.37 (dd, J, 12, 3 Hz, 1 H, 2.11 (m, 1 H, 2.06-1.95 (m, 2 H, 1.65-1.37 (m, 3 H, 13C NMR (100 MHz, D2O, δ, 177.2, 124.6 (q, JCF, 277 Hz, 60.3, 56.7 (q, JCF, 30 Hz, 27.4, 22.5, 22.0. 19F NMR (376 MHz, CD3OD, δ, 78.0. HRMS: m/z calcd for C7H11F 3NO2 [M, H, 198.0742; found: 198.0724, 2S,6R)-4,4-Dihydroxy-6-trifluoromethyl- pipecolic Acid (22) White solid; mp 95°C; [α]D 25 -2.1 (c 1.00, MeOH, 1H NMR 400 MHz, D 2O, δ
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+]: 214.0691; found: 214.0700.
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