Samarium(II)-iodide catalysed addition of N-chloroamines to double bonds, an iodide-catalysed reaction - Research portal of Justus Liebig University Giessen:

Journal article

Samarium(II)-iodide catalysed addition of N-chloroamines to double bonds, an iodide-catalysed reaction

Authors list: Göttlich, R; Noack, M

Publication year: 2001

Pages: 7771-7774

Journal: Tetrahedron Letters

Volume number: 42

Issue number: 44

ISSN: 0040-4039

DOI Link: https://doi.org/10.1016/S0040-4039(01)01620-3

Publisher: Elsevier

Abstract:
Pentenyl-N-chloroamines react under virtually neutral conditions under samarium(Il)-iodide catalysis to the corresponding piperidines. These conditions allow the complete rearrangement of 2-(chloromethylpyrrolidines). the proposed primary products of the reaction, via an aziridinium ion to the corresponding 3-chloro-piperidines. The reaction does not seem to proceed via free radicals. as a radical cascade cyclisation could not be observed. Therefore not the samarium(II), but the iodide seems to catalyze the reaction.

Authors/Editors

- Uni.-Prof. Dr. Richard Göttlich

Citation Styles

Harvard Citation style: Göttlich, R. and Noack, M. (2001) Samarium(II)-iodide catalysed addition of N-chloroamines to double bonds, an iodide-catalysed reaction, Tetrahedron Letters, 42(44), pp. 7771-7774. https://doi.org/10.1016/S0040-4039(01)01620-3

APA Citation style: Göttlich, R., & Noack, M. (2001). Samarium(II)-iodide catalysed addition of N-chloroamines to double bonds, an iodide-catalysed reaction. Tetrahedron Letters. 42(44), 7771-7774. https://doi.org/10.1016/S0040-4039(01)01620-3