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Total synthesis of cannabisin F

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Abstract

A practical eight-step synthesis of lignanamide cannabisin F starting from vanillin is reported for the first time. This synthetic strategy applies the aldol reaction followed by the Wittig reaction to afford the key 8-O-4′-neolignan intermediate diacid. The diacid was condensed with N,O-protected tyramine giving, after deprotection, cannabisin F.

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Authors and Affiliations

  1. College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao, 266042, China

    Ya-Mu Xia & Jun Xia

  2. The first Affiliated Hospital of Lanzhou University, Gansu, 730000, China

    Chen Chai

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  1. Ya-Mu Xia
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  2. Jun Xia
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  3. Chen Chai
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Correspondence to Ya-Mu Xia.

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Xia, YM., Xia, J. & Chai, C. Total synthesis of cannabisin F. Chem. Pap. 68, 384–391 (2014). https://doi.org/10.2478/s11696-013-0449-y

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  • DOI: https://doi.org/10.2478/s11696-013-0449-y

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