Total Synthesis and Structural Revision of Chaetoviridins A
Mehdi Makrerougras1, Romain Coffinier1, Samuel Oger1
1Normandie Univ, CNRS, UNIROUEN, INSA Rouen , COBRA (UMR 6014 & FR 3038), 76000 Rouen, France.
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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