Ontology highlight
ABSTRACT:
SUBMITTER: Owens KR
PROVIDER: S-EPMC7771644 | biostudies-literature | 2019 Sep
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20190821 35
Arcutinidine and other arcutinidine-type diterpenoid alkaloids feature an intricate polycyclic, bridged framework with unusual connectivity. A chemical network analysis approach to the arcutane skeleton enabled the identification of highly simplifying retrosynthetic disconnections, which indicated that the caged structure could arise from a simpler fused ring system. On this basis, a total synthesis of arcutinidine is reported herein, featuring an unprecedented oxopyrrolium Diels-Alder cycloaddi ...[more]