title: A divergent approach to the diastereoselective synthesis of several ant-associated iridoids.
abstract: The ant-associated iridoids nepetalactol, actinidine, dolichodial, isoiridomyrmecin, and dihydronepetalactone were prepared from citronellal using a divergent approach. Key features include a three-step synthesis of the individual antipodes of actinidine by a novel tandem cycloaddition/pyridine formation and a facile diastereoselective synthesis of both enantiomers of dolichodial.
authors.affiliation: Department of Chemistry, Kenyon College, Gambier, Ohio 43022, USA.
authors.forename: Joel S
authors.initials: JS
authors.lastname: Beckett
authors.forename: James D
authors.initials: JD
authors.lastname: Beckett
authors.forename: John E
authors.initials: JE
authors.lastname: Hofferberth
mesh_terms: D039823:Iridoids / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D039823:Iridoids