Amat Tusón, MercedesCheca Castaño, BegoñaLlor Brunés, NúriaPérez Bosch, MariaBosch Cartes, Joan2020-11-042020-11-0420111434-193Xhttps://hdl.handle.net/2445/171721The 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 / Heterocycles10 p.application/pdfeng(c) Wiley-VCH, 2011LactamesAlcaloidesSíntesi orgànicaLactamsAlkaloidsOrganic synthesisConjugate Addition of 2-Acetylindole Enolates to UnsaturatedOxazolopiperidone Lactams: Enantioselective Access to the Tetracyclic RingSystem of Ervitsineinfo:eu-repo/semantics/article5977672020-11-04info:eu-repo/semantics/openAccess