Asymmetric Synthesis of 2-Arylpyrrolidines by Cationic Cyclization

作者：Coldham Iain^*; Robinson Steven P; Baxter Carl A

来源：Synlett, 2012, (16): 2405-2407.

DOI：10.1055/s-0032-1317114

• amines
• carbocation
• cyclization
• enantioselectivity
• heterocycles

Homoallylic amines were prepared by asymmetric deprotonation of benzylamines using n-BuLi and (-)-sparteine to give chiral organolithiums to which were added prenyl bromide. Removal of the Boc protecting group gave anilines that were found to undergo Bronsted acid catalyzed or iodine-mediated cyclization to give aryl-substituted pyrrolidine heterocyclic products with high enantioselectivity.

• 出版日期2012-10