1415987-14-2Relevant academic research and scientific papers
Synthesis and reactions of 2-[1-Methyl-1-(pyrrolidin-2-yl)ethyl]-1H-pyrrole and some derivatives with aldehydes: Chiral structures combining a secondary-amine group with an 1H-pyrrole moiety as excellent H-bond donor
Pordea, Anca,Stoeckli-Evans, Helen,Dalvit, Claudio,Neier, Reinhard
, p. 2249 - 2264 (2013/02/22)
The synthesis of compound 2 and its derivatives 6 and 8 combining a pyrrolidine ring with an 1H-pyrrole unit is described (Scheme 2). Their attempted usability as organocatalysts was not successful. Reacting these simple pyrrolidine derivatives with cinnamaldehyde led to the tricyclic products 3b, 9b, and 10b first (Scheme 1, Fig. 2). The final, major products were the pyrrolo-indolizidine tricycles 3a, 9a, and 10a obtained via the iminium ion reacting intramolecularly with the nucleophilic β-position of the 1H-pyrrole moiety (cf. Scheme 1).
