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Total Synthesis and Structural Revision of Chaetoviridins A

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journal contribution
posted on 21.07.2017, 19:33 by Mehdi Makrerougras, Romain Coffinier, Samuel Oger, Arnaud Chevalier, Cyrille Sabot, Xavier Franck
The first synthesis of the proposed structures of chaetoviridins A 14 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.