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Alkaloids ofNitraria schoberi. Structure of dihydronitraraine

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Abstract

The structure of dihydronitraraine (I) has been established on the basis of the results of a study of its chemical properties and spectral characteristics and also of a correlation with nitraraine. An internal quaternary salt of (I) has been obtained and, by means of a directed change in the configuration at C3 in (I), the complete stereochemistry of the nitraraine and dihydronitraraine molecules have been determined: (±)-16-hydroxymethyl-3α,15α,20α-yohimb-16-ene and (±)-16β-hydroxymethyl-3α,15α,20α-yohimbane, respectively.

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Literature cited

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Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii. No. 4, pp. 544–546, July–August, 1985.

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Ibragimov, A.A., Yunusov, S.Y. Alkaloids ofNitraria schoberi. Structure of dihydronitraraine. Chem Nat Compd 21, 510–512 (1985). https://doi.org/10.1007/BF00579147

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