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Biomimetic synthesis of cannabispiran

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Summary

Total synthesis of cannabispiran (1) was accomplished by a biomimetic-type cyclization of the bibenzyl2, using K3Fe(CN)6 or MoOCl4.

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References

  1. F. S. El-Feraly, M. A. El-Sohly, E. G. Boeren, C. E. Turner, T. Ottersen and A. Aasen, Tetrahedron33, 2373 (1977).

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  2. While this work was in progress, compound2 was synthesized by a different approach, in connection with the study of the plant growth regulating activity of batasins. See T. Hashimoto and M. Tajima, Phytochemistry17, 1179 (1978).

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Acknowledgment. Supported in part by the Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi.

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El-Feraly, F.S., Chan, Y.M., El-Sohly, M.A. et al. Biomimetic synthesis of cannabispiran. Experientia 35, 1131–1132 (1979). https://doi.org/10.1007/BF01963239

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