Methyl Acrylate → Methyl(2E)-5-{(tert-butylsulfinyl)[4-(trifluoromethyl)benzyl]amino}-5-[4-(trifluoromethyl)phenyl]pent-2-enoate
反応式
[CH3:1][C:2]([S:5]([N:7]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=1)[CH:8]([C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=1)[CH2:9][CH:10]=[CH2:11])=[O:6])([CH3:4])[CH3:3].[C:33]([O:37][CH3:38])(=[O:36])C=C>>[C:2]([S:5]([N:7]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:30])[F:31])=[CH:25][CH:24]=1)[CH:8]([C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=1)[CH2:9]/[CH:10]=[CH:11]/[C:33]([O:37][CH3:38])=[O:36])=[O:6])([CH3:1])([CH3:3])[CH3:4]参加物
3
実験手順
The alkene from Step 2 (800 mg, 1.67 mmol) was dissolved in methyl acrylate (1.5 mL) and Zhan I catalyst (110 mg) was added. This mixture was stirred for 30 min and TLC indicated all starting material had reacted. The mixture was evaporated and purified by chromatography on silica using 10-25% ethyl acetate in iso-hexane to give the product (500 mg) as a mixture of isomers: