反应详情

To a mixture of N-benzylhydroxylamine prepared by the method as described in J. Am. Chem. Soc., 93, 2897 (1971) (368 mg; 3.0 mmol) and calcium chloride (3.30 mg; 3.0 mmol), anhydrous ether (30 ml) was added in argon stream, and (S)-(+)-3-(t-butyldimethylsilyloxy)-2-methylpropanal (600 mg; 3.0 mmol) was added dropwise thereto at 0° C. Stirring was continued at the same temperature for 1 hour and then at room temperature for 2 hours. The reaction mixture was filtered, and the filtrate was distilled under reduced pressure to remove the solvent. The oily residue was purified by silica gel column chromatography using a mixture of hexane and ethyl acetate (5:5-0:10) to give (R)-(-)-N-(3-t-butyldimethylsilyloxy-2-methylpropylidene)benzylamine-N-oxide (658 mg; 64%).

1. customprepared by the method
2. additionwas added dropwise
3. customat 0° C
4. waitat room temperature for 2 hours
5. filtrationThe reaction mixture was filtered
6. distillationthe filtrate was distilled under reduced pressure
7. customto remove the solvent
8. customThe oily residue was purified by silica gel column chromatography
9. additiona mixture of hexane and ethyl acetate (5:5-0:10)