The Asymmetric Aza-silyl-Prins Reaction: Synthesis of Enantiopure Piperidines.
Ramana R MittapalliSebastien J J GuesnéRobert J ParkerWim T KloosterSimon J ColesJohn SkidmoreAdrian P DobbsPublished in: Organic letters (2018)
The design and development of the first asymmetric aza-silyl-Prins reaction is reported, giving rise to valuable and diverse piperidines and pipecolic acid derivatives in both high yields and as single enantiomers. The creation of a novel chiral auxiliary-homoallylic amine for the aza-silyl-Prins reaction is essential to its success.