|Title||Tantalum Catalyzed Hydroaminoalkylation for the Synthesis of alpha- and beta-Substituted N-Heterocycles|
|Publication Type||Journal Article|
|Year of Publication||2013|
|Authors||Payne, PR, Garcia, P, Eisenberger, P, Yim, JC-H, Schafer, LL|
|Date Published||MAY 3|
Unprotected secondary amines are directly alkylated by C-H functionalization adjacent to nitrogen, thereby opening new routes toward the synthesis of alpha- and beta-alkylated N-heterocycles. alpha-Alkylated piperidine, piperazine, and azepane products are prepared from heterocycles and alkenes in an atom-economic reaction with excellent regio- and diastereoselectivity. beta-Alkylated N-heterocycles are synthesized via a scalable one-pot alkylation/cyclization procedure generating 3-methylated azetidines, pyrrolidines, and piperidines.