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Journal Articles Organic Letters Year : 2017

Total Synthesis and Structural Revision of Chaetoviridins A

Mehdi Makrerougras
  • Function : Author
Romain Coffinier
  • Function : Author
  • PersonId : 778021
  • IdRef : 176569561
Samuel Oger
  • Function : Author

Abstract

The first synthesis of the proposed structures of chaetoviridins A 1–4 has been achieved in 10 steps by controlling the syn- or anti-aldol side chain. The angular lactone has been regioselectively introduced by condensation of a chiral dioxin-4-one to cazisochromene. Comparison of the NMR and circular dichroism data of the synthesized and reported natural products led to the complete reassignment and renaming of the chaetoviridins.
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hal-02046297 , version 1 (22-02-2019)

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Mehdi Makrerougras, Romain Coffinier, Samuel Oger, Arnaud Chevalier, Cyrille Sabot, et al.. Total Synthesis and Structural Revision of Chaetoviridins A. Organic Letters, 2017, 19 (15), pp.4146-4149. ⟨10.1021/acs.orglett.7b02053⟩. ⟨hal-02046297⟩
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