Total Synthesis and Structural Revision of Chaetoviridins A

Org Lett. 2017 Aug 4;19(15):4146-4149. doi: 10.1021/acs.orglett.7b02053. Epub 2017 Jul 21.

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.

Publication types

  • Research Support, Non-U.S. Gov't