Iodocyclization of Chiral CF3-Allylmorpholinones: A Versatile Strategy for the Synthesis of Enantiopure α-Tfm-Prolines and α-Tfm-Dihydroxyprolines

Iodocyclization of Chiral CF3-Allylmorpholinones: A Versatile Strategy for the Synthesis of Enantiopure α-Tfm-Prolines and α-Tfm-Dihydroxyprolines

An efficient iodocyclization reaction of a chiral Tfm-allylmorpholinone provides a straightforward route to α-Tfm-prolines and α-Tfm-dihydroxyprolines. The methodologies developed are particularly well adapted for gram-scale synthesis of enantiopure compounds.

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2009-01, Vol.11 (1), p.209-212
Hauptverfasser: Caupène, Caroline, Chaume, Grégory, Ricard, Louis, Brigaud, Thierry
Format: Artikel
Sprache:eng
Schlagworte:
Crystallography, X-Ray
Cyclization
Fluorocarbons - chemistry
Models, Molecular
Molecular Conformation
Morpholines - chemistry
Proline - analogs & derivatives
Proline - chemical synthesis
Proline - chemistry
Stereoisomerism
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:An efficient iodocyclization reaction of a chiral Tfm-allylmorpholinone provides a straightforward route to α-Tfm-prolines and α-Tfm-dihydroxyprolines. The methodologies developed are particularly well adapted for gram-scale synthesis of enantiopure compounds.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol8024567