Iodine → Pellitorine
反応式
[CH2:1]([NH:5][C:6](=[O:16])/[CH:7]=[CH:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH:2]([CH3:4])[CH3:3].II>C1(C)C=CC=CC=1>[CH2:1]([NH:5][C:6](=[O:16])/[CH:7]=[CH:8]/[CH:9]=[CH:10]/[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH:2]([CH3:4])[CH3:3]参加物
4
試薬・触媒・溶媒 1
実験手順
277 mg of 2E,4Z-decadienoic acid-N-isobutylamide from Example 1 were stirred with 29 mg of iodine in 10 ml of toluene for one hour at room temperature. The mixture was chromatographed on silica gel 60 with the eluent hexane/ethyl acetate 5:1. Yield: 61 mg (>95%, NMR); 1H-NMR (CDCl3; 200 MHz): 7.19 (1H, dd, 14.9 Hz, 9.7 Hz), 6.13 (1H, dd, 15.1 Hz, 9.6 Hz), 6.07 (1H, dd, 15.1 Hz, 6.4 Hz), 5.75 (1H, d 14.9 Hz), 5.50 (1H, bs), 3.17 (2H, dd, 6.9 Hz, 6.1 Hz), 2.14 (2H, dd, 7 Hz, 6.4 Hz), 1.80 (1H, m, 6.7 Hz), 1.42 (2H, m, 7.1 Hz), 1.37-1.22 (4H, m), 0.93 (6H, d, 6.7 Hz), 0.89 (3H, m) ppm.