Silver-catalyzed dynamic systemic resolution of alpha-iminonitriles in a 1,3-dipolar cycloaddition process
2014 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 50, no 29, 3792-3794 p.Article in journal (Refereed) Published
A dynamic azomethine ylide system was established using Sc(OTf)(3) and Ag/Taniaphos as catalysts. The system was subsequently kinetically resolved in a tandem 1,3-dipolar cycloaddition process where the silver complex acted as both a reaction catalyst and an external selector, resulting in the formation of an exclusive pyrrolidine product in good yield and enantiopurity.
Place, publisher, year, edition, pages
2014. Vol. 50, no 29, 3792-3794 p.
Combinatorial Resolution, Asymmetric-Synthesis, Azomethine Ylides, Inhibitors, Alkaloids, Transformation, Indolizidine, Derivatives, Complexes, Chemistry
IdentifiersURN: urn:nbn:se:kth:diva-144568DOI: 10.1039/c4cc00944dISI: 000333037000005ScopusID: 2-s2.0-84896268279OAI: oai:DiVA.org:kth-144568DiVA: diva2:714045
FunderSwedish Research Council
QC 201404252014-04-252014-04-242014-09-18Bibliographically approved