Ontology highlight
ABSTRACT:
SUBMITTER: Morgan BJ
PROVIDER: S-EPMC2798918 | biostudies-literature | 2010 Jan
REPOSITORIES: biostudies-literature
Morgan Barbara J BJ Mulrooney Carol A CA Kozlowski Marisa C MC
The Journal of organic chemistry 20100101 1
The evolution of the first total synthesis of perylenequinone cercosporin is described. The key features developed during these efforts include a biscuprate epoxide alkylation, installation of the methylidene acetal, palladium-catalyzed O-arylation, and C3,C3'-decarbonylation. Due to the rapid atropisomerization of the helical axis of cercosporin (at 37 degrees C), the sequencing of these transformations was critical. To this end, the developed protocol enabled the formation of a key advanced in ...[more]