Benzaldehyde → trans-4-Methoxycarbonyl-5-phenyl-2-oxazoline

Participants

Reaction Steps

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.

Provenance & Evidence