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Phosphate Derivatives of Natural Lactones. I. Synthesis of Novel Isoalantolactone Dialkylphosphonates

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Abstract

Novel isoalantolactone dialkylphosphonates were synthesized in 70-87% yields by reacting this eudesmanolide with dialkylphosphites. Their structures were proved by spectral analysis using IR, PMR, 13C and 31P NMR, and two-dimensional 1H-1H (COSY) spectroscopy. The reaction of isoalantolactone with dialkylphosphites is highly stereoselective.

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Authors and Affiliations

  1. Institute of Phytochemistry, Ministry of Education and Science, Republic of Kazakhstan, Karaganda, ul. M. Gazalieva 4

    R. I. Dzhalmakhanbetova, B. B. Rakhimova, N. A. Talzhanov, G. K. Rustembekova, A. T. Kulyyasov & S. M. Adekenov

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  1. R. I. Dzhalmakhanbetova
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  2. B. B. Rakhimova
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  3. N. A. Talzhanov
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  4. G. K. Rustembekova
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  5. A. T. Kulyyasov
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  6. S. M. Adekenov
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Dzhalmakhanbetova, R.I., Rakhimova, B.B., Talzhanov, N.A. et al. Phosphate Derivatives of Natural Lactones. I. Synthesis of Novel Isoalantolactone Dialkylphosphonates. Chemistry of Natural Compounds 38, 549–552 (2002). https://doi.org/10.1023/A:1022678519253

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  • DOI: https://doi.org/10.1023/A:1022678519253

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