A stereoselective C7nC5x free-radical cascade route to optically pure and potentially useful tetracyclic amines

Nucleophilic racemic amines have been synthesized utilizing a C7nC5x free-radical cascade reaction from a bis-allyl amine starting material. Being potentially useful organocatalytic bases as is evident from their screening in the Baylis–Hillman reaction, optically pure amines were also synthesized from optically pure aldehydes (−) or (+)-4. Bis-allyl amides under similar radical reaction condition resulted in C7n cyclized products.

Grahical abstractRacemic and optically pure nucleophilic amines have been synthesized utilizing C7nC5x free-radical cascade reaction using a bis-allyl amine starting material. Bis-allyl amide under similar radical reaction condition resulted in C7n cyclized product.Figure optionsDownload full-size imageDownload as PowerPoint slide