• Medientyp: E-Artikel
  • Titel: Absolute Konfiguration von Azafrin
  • Beteiligte: Eschenmoser, Walter; Hans Eugster, Conrad
  • Erschienen: Wiley, 1975
  • Erschienen in: Helvetica Chimica Acta, 58 (1975) 6, Seite 1722-1727
  • Sprache: Englisch
  • DOI: 10.1002/hlca.19750580624
  • ISSN: 0018-019X; 1522-2675
  • Schlagwörter: Inorganic Chemistry ; Organic Chemistry ; Physical and Theoretical Chemistry ; Drug Discovery ; Biochemistry ; Catalysis
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  • Beschreibung: <jats:title>Abstract</jats:title><jats:p>By using complementary and selectively acting reagents (TiCl<jats:sub>4</jats:sub> and sulfurane <jats:bold>16</jats:bold>), azafrin, the main carotenoid in the rhizomes of <jats:italic>Escobedia scabrifolia</jats:italic>, has been shown to have the (5<jats:italic>R</jats:italic>:6<jats:italic>R</jats:italic>)‐configuration. Reaction of azafrinaldehyde (<jats:bold>4</jats:bold>) with (Ph<jats:sub>3</jats:sub>P)<jats:sub>3</jats:sub>RhCl leads to a mixture of <jats:bold>5</jats:bold> and <jats:bold>6</jats:bold>, the latter arising probably through elimination of acetylene and recarbonylation.</jats:p>