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Synthesis of 1,11,11-trimethyl-3,6-diazotricyclo [6.2.1.02,7]undeca-2,6-diene and 1,15,15-trimethyl-3,10-diazotetracyclo[10.2.1.02,11.04,9]pentadeca-2,4(9),5,7,10-pentaene from camphoroquinone enantiomers

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Abstract

Optically active camphordihydro-2,3-pyrazine and camphorquinoxaline were prepared from camphoroquinone enantiomers. It was shown that (1S,4R)-(+)-camphoroquinone was formed by oxidation of (1S,3R, 4R)-(−)-3-bromocamphor and (1R,4S)-(−)-camphoroquinone from (1R,3S, 4S)-(+)-3-bromocamphor, respectively. Camphor anhydride was a side product (6–10%) of the reaction.

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Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 50–52, January–February, 2007.

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Adamenko, E.N., Frolova, L.L., Panteleeva, M.V. et al. Synthesis of 1,11,11-trimethyl-3,6-diazotricyclo [6.2.1.02,7]undeca-2,6-diene and 1,15,15-trimethyl-3,10-diazotetracyclo[10.2.1.02,11.04,9]pentadeca-2,4(9),5,7,10-pentaene from camphoroquinone enantiomers. Chem Nat Compd 43, 59–62 (2007). https://doi.org/10.1007/s10600-007-0032-2

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  • DOI: https://doi.org/10.1007/s10600-007-0032-2

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