Ontology highlight
ABSTRACT:
SUBMITTER: Antropow AH
PROVIDER: S-EPMC6021010 | biostudies-literature | 2018 Jun
REPOSITORIES: biostudies-literature
Antropow Alyssa H AH Garcia Nicholas R NR White Kolby L KL Movassaghi Mohammad M
Organic letters 20180604 12
The first enantioselective total synthesis of (-)-vallesine via a strategy that features a late-stage regioselective C17-oxidation followed by a highly stereoselective transannular cyclization is reported. The versatility of this approach is highlighted by the divergent synthesis of the archetypal alkaloid of this family, (+)-aspidospermidine, and an A-ring-oxygenated derivative, (+)-deacetylaspidospermine, the precursor to (-)-vallesine, from a common intermediate. ...[more]