Protecting group free syntheses of (±)-columbianetin and (±)-angelmarin

Protecting group free syntheses of (±)-columbianetin and (±)-angelmarin

A five-step and protecting group free synthesis of (±)-columbianetin from cyclohexane-1,3-dione is reported. The former compound was converted into its p-hydroxycinnamate derivative, (±)-angelmarin, using Coster’s esterification procedure. Efforts to modify the synthesis so as to prepare angelmarin...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Tetrahedron letters 2011-12, Vol.52 (51), p.6887-6889
Hauptverfasser: Harris, Eric B.J., Banwell, Martin G., Willis, Anthony C.
Format: Artikel
Sprache:eng
Schlagworte:
Angelmarin
Aromatization
Chemistry
Columbianetin
Coumarin
Derivatives
Esterification
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Intramolecular hydroarylation
Noncondensed benzenic compounds
Organic chemistry
Preparations and properties
Synthesis (chemistry)
Tetrahedrons
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A five-step and protecting group free synthesis of (±)-columbianetin from cyclohexane-1,3-dione is reported. The former compound was converted into its p-hydroxycinnamate derivative, (±)-angelmarin, using Coster’s esterification procedure. Efforts to modify the synthesis so as to prepare angelmarin and columbianetin in an enantioselective manner are described.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.10.036