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Synthesis of 2-Phenyl-3-oxa-5-azatricyclo[4.4.0.02 , 7]decan-4-one

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Abstract

Cleavage of the lactone ring in 7-phenylbicyclo[3.1.1]heptan-6,7-carbolactone by the action of ammonia and hydrazine and subsequent oxidative cyclization of the resulting hydroxy amide and hydroxy hydrazide gave a cyclic carbamate, 3-oxa-5-azatricyclo[4.4.0.02 , 7]decan-4-one.

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Zolotarev, R.N., Razin, V.V. Synthesis of 2-Phenyl-3-oxa-5-azatricyclo[4.4.0.02 , 7]decan-4-one. Russian Journal of Organic Chemistry 39, 1716–1718 (2003). https://doi.org/10.1023/B:RUJO.0000019733.86386.70

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  • DOI: https://doi.org/10.1023/B:RUJO.0000019733.86386.70

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