Organocatalytic Enantioselective Vinylogous Aldol-Lactonization Cascade Reaction of 3-Alkylidene Oxindoles to Trifluoromethyl Ketones

Belletti, Giada (2017) Organocatalytic Enantioselective Vinylogous Aldol-Lactonization Cascade Reaction of 3-Alkylidene Oxindoles to Trifluoromethyl Ketones. [Laurea magistrale], Università di Bologna, Corso di Studio in Chimica industriale [LM-DM270]
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Abstract

In this work, an highly enantioselective vinylogous aldol-lactonization cascade reaction of 3-alkylidene oxindole to α,β-unsaturated trifluoromethyl ketone, promoted by bifunctional organocatalysts, is presented. The reaction proceed through 1,2-addition followed by cascade lactonization to afford an unsaturated lactone bearing a chiral trifluoromethylated tetrasubstituted carbon stereocenter with high enantioselectivity and moderate yield. Nevertheless, also the two E/Z isomers of the correspondent 1,2-addition product are obtained.

Abstract
Tipologia del documento
Tesi di laurea (Laurea magistrale)
Autore della tesi
Belletti, Giada
Relatore della tesi
Correlatore della tesi
Scuola
Corso di studio
Ordinamento Cds
DM270
Parole chiave
organocatalysis 3-alkylidene oxindoles vinylogous addition bifunctional organocatalysts
Data di discussione della Tesi
9 Ottobre 2017
URI

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