RT info:eu-repo/semantics/article T1 Enantiodivergent Synthesis of (+)- and (-)-Pyrrolidine 197B. Synthesis of trans-2,5-Disubstituted Pyrrolidines via Intramolecular Hydroamination A1 Pérez, Sixto J. A1 Purino, Martín A. A1 Cruz, Daniel A. A1 López-Soria, Juan M. A1 Carballo, Rubén M. A1 Ramírez, Miguel A. A1 Fernández, Israel A1 Martín García, Víctor Sotero A1 Padrón, Juan I. K1 Alcaloides K1 ciclización K1 hidroaminación K1 acero K1 heterociclos de nitrógeno AB A highly efficient diastereoselective iron(III)-catalyzed intramolecular hydroamination/cyclization reaction involving - substituted amino alkenes is described. Thus, enantiopure trans-2,5- disubstituted pyrrolidines and trans-5-substituted proline derivatives are synthesized by means of the combination of enantiopure starting materials, easily available from L--amino acids, with sustainable metal catalysts such as iron(III) salts. The scope of this methodology is highlighted in an enantiodivergent approach to the synthesis of both (+)- and (-)-pyrrolidine 197B alkaloids from L-glutamic acid. In addition, a computational study was also carried out to gain insight into the complete diastereoselectivity of the transformation. PB Wiley YR 2016 FD 2016 LK http://riull.ull.es/xmlui/handle/915/16011 UL http://riull.ull.es/xmlui/handle/915/16011 LA en DS Repositorio institucional de la Universidad de La Laguna RD 29-mar-2024