Reaction SMILES: [F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([C@@:12]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)([N+:20]#[C-:21])[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:3]=1.[F:29][C:30]([F:35])([F:34])[CH2:31][CH:32]=[O:33].N1C=CC=CC=1.FC(F)(F)C(O)=[O:45]>C(Cl)Cl>[F:29][C:30]([F:35])([F:34])[CH2:31][C@H:32]([OH:33])[C:21]([NH:20][C@@:12]([C:4]1[CH:5]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:7]=[C:2]([F:1])[CH:3]=1)([C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)[CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:45].[F:29][C:30]([F:35])([F:34])[CH2:31][C@@H:32]([OH:33])[C:21]([NH:20][C@@:12]([C:4]1[CH:5]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:7]=[C:2]([F:1])[CH:3]=1)([C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)[CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:45]
Reactant: [C-]#[N+][C@](Cc1ccccc1)(c1ccc(F)cc1)c1cc(F)cc(C(F)(F)F)c1
Reactant: O=C(O)C(F)(F)F
Reactant: O=CCC(F)(F)F
Solvent: ClCCl
Solvent: c1ccncc1
Product: O=C(N[C@](Cc1ccccc1)(c1ccc(F)cc1)c1cc(F)cc(C(F)(F)F)c1)[C@@H](O)CC(F)(F)F
Product: O=C(N[C@](Cc1ccccc1)(c1ccc(F)cc1)c1cc(F)cc(C(F)(F)F)c1)[C@H](O)CC(F)(F)F
Temperature: 40 °C
Reaction time: 2 h
Yield: 36 %
Yield: 36 %

Procedure:
To a solution of (R)-1-fluoro-3-(1-(4-fluorophenyl)-1-isocyano-2-phenylethyl)-5-(trifluoromethyl)benzene (22 mg, 0.057 mmol) in CH2Cl2 (0.10 mL) was added 3,3,3-trifluoropropanal (0.010 mL, 0.11 mmol) and pyridine (0.018 mL, 0.23 mmol) followed by trifluoroacetic acid (0.009 mL, 0.11 mmol). The reaction mixture was heated at 40° C. for 4 h. Additional 3,3,3-trifluoropropanal (0.010 mL, 0.11 mmol) was added and heating at 40° C. for was continued for 2 h. The reaction mixture was allowed to cool to room temperature and the solvent was removed under a stream of nitrogen. The residue was purified by prep TLC plate, eluting with 40% Et2O/hexane, to yield (S)-4,4,4-trifluoro-N—((R)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-2-hydroxybutanamide (Example 329A, 11 mg, 36% yield) and (R)-4,4,4-trifluoro-N-((R)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-2-hydroxybutanamide (Example 329B, 11 mg, 36% yield) as clear colorless oils. (S)-4,4,4-trifluoro-N—((R)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-2-hydroxybutanamide (Example 329A): LCMS: RT=1.81 min [M+H] 518.2 (2 min. Phenomenex Luna C18 column, 4.6×30 mm eluting with 10-90% acetonitrile/H2O over 2 minutes containing 0.1% TFA; 5 mL/min, monitoring at 220 nm); NMR: 400 MHz 1H (CDCl3) δ ppm 2.24-2.36 (m, 1H) 2.81-2.91 (m, 2H), 3.74 (d, J=13.18 Hz, 1H), 3.99 (d, J=13.18 Hz, 1H), 4.43 (dd, J=10.11, 3.52 Hz, 1H), 6.60 (d, J=7.47 Hz, 2H), 6.99-7.07 (m, 4H), 7.12-7.28 (m, 6H), 7.70 (s, 1H). (R)-4,4,4-trifluoro-N—((R)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-2-hydroxybutanamide (Example 329B): LCMS: RT=1.82 min [M+H] 518.2 (2 min Phenomenex Luna C18 column, 4.6×30 mm eluting with 10-90% acetonitrile/H2O over 2 minutes containing 0.1% TFA; 5 mL/min, monitoring at 220 nm); NMR: 400 MHz 1H (CDCl3) δ ppm 2.23-2.35 (m, 1H), 2.77-2.88 (m, 2H), 3.73 (d, J=12.75 Hz, 1H), 3.99 (d, J=12.74 Hz, 1H), 4.45 (dd, J=8.35, 3.95 Hz, 1H), 6.61 (d, J=7.47 Hz, 2H), 6.98-7.04 (m, 4H), 7.16-7.28 (m, 6H), 7.69 (s, 1H). The stereochemistry of (S)-4,4,4-trifluoro-N—((R)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-2-hydroxybutanamide (Example 329A) and (R)-4,4,4-trifluoro-N—((R)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-2-hydroxybutanamide (Example 329B) was assigned arbitrarily.