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µmol), [Rh(CO)2Cl]2 (1 mg, 3 µmol). Yield 111i (25 mg, 95%).
1 H NMR (300 MHz, DMSO-d6, 323 K): δ 7.46-7.21 (m, 10H), 6.76 (s, 1H), 6.57 (dd, J = 17.1,
10.7 Hz, 1H), 5.72 (s, 1H), 5.52 (d, J = 17.2 Hz, 1H), 5.29 (d, J = 10.8 Hz, 1H), 5.07 (d, J = 12.6
Hz, 1H), 5.01 (d, J = 12.7 Hz, 1H), 4.87 (d, J = 14.7 Hz, 1H), 4.09 (d, J = 14.7 Hz, 1H), 3.52 (s,
3H), 1.60 (s, 3H); 13 C NMR (75 MHz, DMSO-d6, 323 K): δ 171.4, 153.9, 135.9, 135.9, 135.7,
133.7, 130.0, 128.8, 128.1, 127.6, 127.2, 127.1, 126.9, 126.0, 117.8, 66.4, 61.8, 52.1, 21.3; IR
(thin film): ν 2949, 1742, 1704, 1408, 1248 cm -1 ; MS m/z (%) 403 (37), 344 (45), 300 (17), 91
(35), 84 (100); EI-HRMS calcd for C25H25NO4 m/z [M] + 403.1784, found 403.1789.
Cbz
MeO 2C
5-Ethylidene-2-methyl-4-(2-methylpropenyl)-5,6-dihydro-2H-pyridine-1,2-dicarboxylic
N
111j
acid 1-benzylester 2-methyl ester (111j). Prepared by following general procedure G, using:
73j (40 mg, 110 µmol), [Rh(CO)2Cl]2 (2 mg, 5 µmol). Yield 111j (40 mg, 95%).
1 H NMR (300 MHz, DMSO-d6, 323 K): δ 7.35 (s, 5H), 5.64 (s, 1H), 5.58 (q, J = 6.9 Hz, 1H),
5.12 (s, 3H), 4.65 (d, J = 14.9 Hz, 1H), 3.71 (d, J = 14.7 Hz, 1H), 3.47 (bs, 3H), 1.77 (s, 3H),
1.72 (d, J = 6.8 Hz, 3H), 1.58 (s, 3H), 1.52 (s, 3H); 13 C NMR (75 MHz, DMSO-d6, 323 K): δ
171.9, 154.2, 137.2, 136.2, 134.2, 130.2, 128.1, 128.1, 127.7, 127.4, 125.5, 122.0, 121.1, 66.5,
61.5, 51.8, 25.3, 18.5, 12.8; IR (thin film): ν 2930, 1742, 1687, 1424, 1253 cm -1 ; MS m/z (%)
369 (10), 310 (50), 266 (36), 91 (100); EI-HRMS calcd for C22H27NO4 m/z [M] + 369.1940;
found 369.1952.
191