Total Synthesis and Structural Revision of Chaetoviridins A.
Mehdi MakrerougrasRomain CoffinierSamuel OgerArnaud ChevalierCyrille SabotXavier FranckPublished in: Organic letters (2017)
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.