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.
"A Divergent Approach to the Diastereoselective Synthesis of Several Ant-Associated Iridoids." Beckett, J. S., Beckett, J. D., Hofferberth, J.E. Organic Letters 2010, 12(7) 1408-1411
J.E. Organic Letters