Short total syntheses of the avenaciolide family of natural products

Ainsua Martinez, Sandra;Gillard, Martin;Chany, Anne-Caroline;Burton, Jonathan W.
(2018) Tetrahedron — Vol. 74, n° 38, p. 5012-5021 (2018)

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Authors
  • Ainsua Martinez, Sandra
    Author
  • Gillard, Martinorcid-logoUCLouvain
    Author
  • Chany, Anne-Caroline
    Author
  • Burton, Jonathan W.
    Author
Abstract
The avenaciolide family of natural products are small a-methylene bis-g-lactones that exhibit a wide variety of biological activities. Herein we report concise syntheses of five members of this family of natural products along with the synthesis of one non-natural analogue. The syntheses proceed in five or six steps from simple, commercially available compounds and feature a key oxidative cyclization/lactonization reaction that likely occurs via a radical mechanism.
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Citations

Ainsua Martinez, S., Gillard, M., Chany, A.-C., & Burton, J. W. (2018). Short total syntheses of the avenaciolide family of natural products. Tetrahedron, 74(38), 5012-5021. https://doi.org/10.1016/j.tet.2018.06.028 (Original work published 2018)