Compound 6

(S)-1-(2-((4-bromophenyl)carbamoyl)-4-(trifluoromethyl)phenyl)ethyl acetate

From: Controlling Pd(iv) reductive elimination pathways enables Pd(ii)-catalysed enantioselective C(sp3)−H fluorination

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Compound data: HPLC

Compound data: 1H NMR

Compound data: 13C NMR

Compound data: 19F NMR

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

6 was prepared from 2a following general procedure C described for compound 5a. Absolute stereochemistry was confirmed via X-Ray analysis of the crystal obtained using DCM/pentane as recrystallization solvents. 1H NMR (600 MHz, CDCl3): δ 9.45 (s, 1H), 7.85 (s, 1H), 7.73 (d, J = 8.3 Hz, 1H), 7.65 (d, J = 8.9 Hz, 2H), 7.61 (d, J = 8.3 Hz, 1H), 7.48 (d, J = 8.9 Hz, 2H), 5.98 (q, J = 6.6 Hz, 1H), 2.13 (s, 3H), 1.55 (d, J = 6.6 Hz, 3H). 13C NMR (150 MHz, CDCl3): δ 172.30, 165.62, 142.63, 137.10, 135.95, 132.06, 130.82 (q, J = 33.2 Hz), 127.52 (q, J = 3.7 Hz), 126.50, 125.71 (q, J = 3.8 Hz), 123.43 (q, J = 272.5 Hz), 121.28, 117.24, 70.38, 23.11, 21.17. 19F NMR (376 MHz, CDCl3): δ –63.17. HRMS (ESI-TOF): m/z calculated for C18H16BrF3NO3+ [M+H]+ 430.0260, found 430.0261.

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