Asymmetric multicomponent reactions: diastereoselective synthesis of substituted pyrrolidines and prolines.
A novel diastereoselective synthesis of substituted pyrrolidines has been developed. Asymmetric multicomponent reactions of optically active phenyldihydrofuran, N-tosyl imino ester, and silane reagents in a one-pot operation afforded highly substituted pyrrolidine derivatives diastereoselectively. The reaction is quite efficient and constructed up to three stereogenic centers in a single operation.
Ghosh
Arun K
AK
Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, USA. akghosh@purdue.edu
Kulkarni
Sarang
S
Xu
Chun-Xiao
CX
Fanwick
Phillip E
PE
D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011392:Proline / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry*; D013237:Stereoisomerism
D011759:Pyrrolidines; D011392:Proline