Synthesis of 1,5-methano-2-benzazocines from 3-hydroxy-1,3-dimethyl-6-phenyl-4-piperidone

Autor:	Pshenichnyi, G. V., Mashenkov, V. A., Stanishevskii, L. S.
Zdroj:	Chemistry of Heterocyclic Compounds; October 1986, Vol. 22 Issue: 10 p1110-1113, 4p
Abstrakt:	Reaction of 3e-hydroxy-1e,3a-dimethyl-6e-phenyl-4-piperidone with cyanoacetic ester affords 6e,8a-dimethyl-2-oxo-5e-phenyl-3-cyanofuro[2,3-c]piperidine, the epoxide of which undergoes intramolecular cyclization on treatment with 80% H2SO4, to give 1,2,5,6-tetrahydro-2-endo-4-dimethyl-1,5-methano-6-oxo-2-benzazocin-3-ene. It has been found that the latter is formed via the intermediate 3-hydroxy-6e,8a-dimethyl-2-oxo-5e-phenylfuro[2,3-c]piperidine.
Databáze:	Supplemental Index
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