dc.contributor.author
Amat Tusón, Mercedes
dc.contributor.author
Checa Castaño, Begoña
dc.contributor.author
Llor Brunés, Núria
dc.contributor.author
Pérez Bosch, Maria
dc.contributor.author
Bosch Cartes, Joan
dc.date.issued
2020-11-04T10:09:21Z
dc.date.issued
2020-11-04T10:09:21Z
dc.date.issued
2020-11-04T10:09:21Z
dc.identifier
https://hdl.handle.net/2445/171721
dc.description.abstract
The stereochemical outcome of the conjugate addition reactions of 2-acetylindole enolates to unsaturated phenylglycinol-derived oxazolopiperidone lactams 1a-f is studied. After reduction of the 2-acylindole carbonyl group, the Michael adduct cis-6 underwent a Lewis acid-promoted intramolecular α-amidoalkylation, enantioselectively leading to the tetracyclic ring system of the indole alkaloid ervitsine Keywords: Lactams / Asymmetric synthesis / Cyclization / Michael addition / Heterocycles
dc.format
application/pdf
dc.format
application/pdf
dc.relation
Versió postprint del document publicat a:
dc.relation
European Journal of Organic Chemistry, 2011, p. 898-907
dc.rights
(c) Wiley-VCH, 2011
dc.rights
info:eu-repo/semantics/openAccess
dc.source
Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject
Síntesi orgànica
dc.subject
Organic synthesis
dc.title
Conjugate Addition of 2-Acetylindole Enolates to UnsaturatedOxazolopiperidone Lactams: Enantioselective Access to the Tetracyclic RingSystem of Ervitsine
dc.type
info:eu-repo/semantics/article
dc.type
info:eu-repo/semantics/acceptedVersion
