Ontology highlight
ABSTRACT:
SUBMITTER: Pflueger JJ
PROVIDER: S-EPMC6287954 | biostudies-literature | 2017 Sep
REPOSITORIES: biostudies-literature
Organic letters 20170818 17
A synthetic strategy to access the fused 6-7-6 tricyclic core of hetisine-type C<sub>20</sub>-diterpenoid alkaloids is reported. This strategy employs a Diels-Alder cycloaddition to assemble a fused bicyclic anhydride intermediate, which is elaborated to a vinyl lactone-acetal bearing an aromatic ring in five steps. Aromatic iodination is followed by magnesium-halogen exchange with a trialkyl magnesiate species, which undergoes intramolecular cyclization. Subsequent oxidation provides the desire ...[more]