Divergent total synthesis of marine meroterpenoids (+)-dysidavarones A-C

Here, we report a concise and divergent enantioselective total synthesis of marine sesquiterpene quinone meroterpenoids ( + )-dysidavarones A-C ( 1 -3 ) using predysidavarone 6 as a key common intermediate. The highly strained and bridged eight-membered carbocycle of predysidavarone 6 was constructed by a one-pot intermolecular alkylation and intramolecular arylation of Wieland-Miescher ketone derivative 11 and benzyl bromide 12 . The total synthesis of ( + )-dysidavarones A-C ( 1 -3 ) was achieved from predysidavarone 6 in a divergent manner by a late-stage introduction of the ethoxy group, which reveals the possible source of the ethoxy group within ( + )-dysidavarones A-C ( 1 -3 ) and provides a late-stage modifiable route for the synthesis of dysidavarone analogs for further anti-cancer activity evaluation. (c) 2023 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.