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Journal Articles Journal of the American Chemical Society Year : 2012

Total Synthesis of Halichondrin C

Akihiko Yamamoto
  • Function : Author
Atsushi Ueda
  • Function : Author
Paolo S. Tiseni
  • Function : Author
Yoshito Kishi
  • Function : Author

Abstract

The first total synthesis of halichondrin C has been completed, highlighted by development of the synthetic method to construct the C8-C14 polycycle. Cr-mediated coupling reactions are used seven times to form a new C C bond. The acid stability of halichondrin C is studied, demonstrating that the macrolactone stabilizes the C8-C14 polycycle, relative to the one present in the C1-C16 model.
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Dates and versions

hal-01460423 , version 1 (07-02-2017)

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Akihiko Yamamoto, Atsushi Ueda, Paul Brémond, Paolo S. Tiseni, Yoshito Kishi. Total Synthesis of Halichondrin C. Journal of the American Chemical Society, 2012, 134 (2), pp.893--896. ⟨10.1021/ja2108307⟩. ⟨hal-01460423⟩
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