The total synthesis of marineosin A, a unique spiroaminal with selective cytotoxicity, has been under investigation in our laboratory. A ruthenium-catalyzed enolate allylic alkylation methodology and azafulvene dimer-derived metathesis strategy have been considered as potential routes, towards the synthesis of the macrocyclic core of marineosin A.;A novel route to the synthesis of diverse pyrrolidine scaffolds, for diversity-oriented synthesis has additionally been under investigation in our laboratory. The synthetic route encompasses a series of reductive amination, iodocyclization, azide substitution, and reductive deprotection to deliver the target diamine scaffolds in 14-16% yield. In addition, an asymmetric approach to the synthesis of (2S,3R,4R)-â--iodo amine has been presented, which takes advantage of selective Ru(II)-catalyzed Claisen rearrangement methodology. |