The Total Synthesis of (+)-Dragmacidin F
Neil K. Garg
Daniel D. Caspi
Brian M. Stoltz
10.1021/ja046695b.s001
https://acs.figshare.com/articles/journal_contribution/The_Total_Synthesis_of_Dragmacidin_F/3328906
The first total synthesis of (+)-dragmacidin F has been accomplished, establishing the absolute configuration of this biologically important, antiviral marine alkaloid. The convergent route described features a palladium-mediated oxidative pyrrole carbocylization reaction to construct the [3.3.1] bicycle, as well as a highly selective Suzuki coupling to build the carbon skeleton of the natural product. A late-stage Neber rearrangement allows for the facile installation of the aminoimidazole moiety to provide (+)-dragmacidin F.
2004-08-11 00:00:00
convergent route
dragmacidin
pyrrole
Neber
carbocylization
Suzuki
marine alkaloid
synthesis
aminoimidazole moiety
oxidative
configuration
installation
Total Synthesis
Dragmacidin
carbon skeleton
rearrangement