total synthesis of azaphilones

International audienc

Synthèse totale des chaétoviridines A et révisions structurales

International audienc

total synthesis of azaphilones

International audienc

Total synthesis of chaetoviridin A

National audienc

Total Synthesis and Structural Revision of Chaetoviridins A

International audienceThe 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