Summary
It has been shown that the fragmentation of the macrocycle of the otonecine bases qualitatively resembles the decomposition of macrocyclic alkaloids with the retronecine skeleton. The presence of an oxygen-containing substituent at C5′ and of an alkoxy group at C2′, when there is no C5′=C6′ double bond, substantially changes the direction of decomposition of the macrocycle.
A similarity of the spectra of 11- and 12-membered bases with similar mutual orientation of CH3 groups at C2′ and C3′ has been noted.
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Additional information
Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 66–71, January–February, 1976.
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Abdullaev, U.A., Rashkev, Y.V. & Yunusov, S.Y. Fragmentation of the macrocyclic ring of alkaloids with the otonecine nucleus. Chem Nat Compd 12, 55–59 (1976). https://doi.org/10.1007/BF00570183
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DOI: https://doi.org/10.1007/BF00570183