Ontology highlight
ABSTRACT:
SUBMITTER: Jin Y
PROVIDER: S-EPMC10811669 | biostudies-literature | 2024 Jan
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20240116 3
We report a convergent and efficient total synthesis of the C-<i>nor</i> D-<i>homo</i> steroidal alkaloid (+)-heilonine with a hexacyclic ring system, nine stereocenters, and a <i>trans</i>-hydrindane moiety. Our synthesis features four selective C-H functionalizations to form key C-C bonds and stereocenters, a Stille carbonylative cross-coupling to connect the AB ring system with the DEF ring system, and a Nazarov cyclization to construct the five-membered C ring. These enabling transformations ...[more]