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Report | Regular issue | Vol 12, No. 7, 1979, pp.933-942
Published online, 1st January, 1970
DOI: 10.3987/R-1979-07-0933
Synthesis of Seco-Mitosane Type Compounds as Key Intermediates to Mitomycins

Tetsuji Kametani,* Kimio Takahashi, Masataka Ihara, and Keiichiro Fukumoto

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


1,3,4,6-tetrahydro-6-methylene-1-benzazocin-5(2H)-ones (4 and 13) were prepared from 1,3,4,6-tetrahydro-1-benzazocin-5(2H)-ones (3 and 12) by treatment with N,N,N’,N’-tetramethyldiaminomethane and acetic anhydride. Functionallisation of the methylene groups of (4 and 13) and transannular cyclisation of the seco-mitosane type compounds (16 and 17) are also described.