C(N)C.[N+:4]([CH2:6][C:7]([O:9][CH3:10])=[O:8])#[C-:5].[CH:11](=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.CCCCCC.C(OCC)(=O)C>ClCCl.N#N>[CH3:10][O:9][C:7]([C@H:6]1[C@H:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:18][CH:5]=[N:4]1)=[O:8]
27.5 mg (0.055 mmol) of bis(cyclohexylisocyanide)-gold tetrafluoroborate, 39.7 mg (0.056 mmol) of (R)-N-methyl-N-[2-(diethylamino)-ethyl]-1-[(S)-1',2bis(-ethylamine and 0.549 g (5.54 mmol) of methyl isocyano-acetate were dissolved in 5.5 ml of dry dichloromethane, and 0.642 g (6.05 mmol) of benzaldehyde was added thereto. The reaction mixture was reacted for 20 hours at 25° C in N2 atmosphere. After the solvent was concentrated, the residue formed was subjected to silica-gel column chromatography (solvent: hexane/ethyl acetate =1/2) to obtain 0.96 mg (84.6%) of trans-4-methoxycarbonyl-5- phenyl-2-oxazoline and 0.12 g (10.4%) of the corresponding cis-form.
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