Mannich Condensation of exo-2,exo-6-Tricyclo[5.2.1.02,6]decan-8-one

被引:0
|
作者
S. S. Koval'skaya
N. G. Kozlov
机构
[1] Belarussian National Academy of Sciences,Institute of Physical Organic Chemistry
来源
Russian Journal of Organic Chemistry | 2002年 / 38卷
关键词
Organic Chemistry; Acetonitrile; Sulfuric Acid; Hydrochloride; Paraformaldehyde;
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摘要
Mannich condensation of exo-2,exo-6-tricyclo[5.2.1.02,6]decan-8-one with paraformaldehyde and dimethylamine hydrochloride results in the addition of dimethylaminomethyl fragment at the C9 atom to give the exo-9-isomer. The reaction of exo-9-dimethylaminomethyl-exo-2,exo-6-tricyclo[5.2.1.02,6]decan-8-one with hydroxylamine hydrochloride in alcoholic alkali yields the corresponding Z-oxime which undergoes selective rearrangement into exo-10-dimethylaminomethyl-9-aza-exo-2,exo-6-tricyclo[5.3.1.02,6]undecan-8-one by the action of sulfuric acid in acetonitrile.
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页码:662 / 664
页数:2
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