PDF herunterladen
Synthesis 1994; 1994(4): 387-390
DOI: 10.1055/s-1994-25483
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Oxazolo[3′,2′ :1,2]pyrido[3,4-b]indole und [1,3]-Oxazino [3′,2′ :1,2]pyrido[3,4-b]indole durch eine einfache Kondensationsreaktion von 3,4-Dihydro-β-carbolin mit α- bzw. β-Hydroxycarbonsäuren

Klaus Th. Wanner* , Ulrich Weber
  • *Institut für Pharmazie der Freien Universität Berlin, Königin-Luise- Str. 2 + 4, D-14195 Berlin, Germany
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
17. September 2002 (online)

 als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik
Preview

Oxazolo[3′,2′:1,2]pyrido[3,4-b]indoles and [1,3]-Oxazino[3′,2′:1,2]-pyrido[3,4-b]indoles by a Simple Condensation Reaction of 3,4-Dihydro-β-carboline with α- and β-Hydroxycarboxylic Acids 3,4-Dihydro-β-carboline (3) is reacted with trimethylsilyloxyacyl chlorides 2a, 2b, 7 and 11 to give the 1,3-oxazolidin-4-ones 4a/5a and 4b/5b and the 1,3-oxazin-4-ones 8/9 and 12, respectively, representing a new condensation reaction. The enantiomeric purity of the compounds 4a and 5a derived from (S)-mandelic acid [(S)-1a] is found to be greater than 99.5 ee thus establishing that the procedure is compatible with chiral compounds.