Please use this identifier to cite or link to this item: http://dspace.library.iitb.ac.in/xmlui/handle/100/17379
Title: A Cascade Aza-Cope/Aza-Prins Cyclization Leading to Piperidine Derivatives
Authors: NALLASIVAM, JL
FERNANDES, RA
Keywords: Catalytic Asymmetric Aminoallylation
Efficient Synthesis
Rearrangement
Alkaloids
Aldehydes
Ligands
Analogs
Access
Amines
Route
Issue Date: 2015
Publisher: WILEY-V C H VERLAG GMBH
Citation: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(9)2012-2022
Abstract: The cascade aza-Cope/aza-Prins cyclization of homoallylamines to give substituted piperidines has been explored. The use of glyoxalic acid as the carbonyl component afforded bicyclic structures as a result of the internal carboxylate anion trapping the intermediate cation. The unimolecular bis-, tris-, and tetrakis(homoallylamine)s efficiently delivered the appended bis-, tris- and tetrakis(piperidine-4-ol)s (tripod and crucifix shape, respectively) as new entities. The latter compound served as an excellent ligand in the Suzuki-Miyaura cross-coupling reaction to synthesize incrustoporin.
URI: http://dx.doi.org/10.1002/ejoc.201403607
http://dspace.library.iitb.ac.in/jspui/handle/100/17379
ISSN: 1434-193X
1099-0690
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