A divergent approach to the diastereoselective synthesis of several ant-associated iridoids.
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.
Beckett
Joel S
JS
Department of Chemistry, Kenyon College, Gambier, Ohio 43022, USA.
Beckett
James D
JD
Hofferberth
John E
JE
D039823:Iridoids / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
D039823:Iridoids