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Mori, Kenji; Horinaka, Akio; Kido, Masaru

Synthetic Microbial Chemistry, XXVI. Absolute Configuration of (+)‐Xanthocidin as Determined by the Synthesis of its Enantiomers of Known Stereochemistry

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  • Medientyp: E-Artikel
  • Titel: Synthetic Microbial Chemistry, XXVI. Absolute Configuration of (+)‐Xanthocidin as Determined by the Synthesis of its Enantiomers of Known Stereochemistry
  • Beteiligte: Mori, Kenji; Horinaka, Akio; Kido, Masaru
  • Erschienen: Wiley, 1994
  • Erschienen in: Liebigs Annalen der Chemie
  • Sprache: Englisch
  • DOI: 10.1002/jlac.199419940810
  • ISSN: 0170-2041
  • Schlagwörter: Organic Chemistry ; Physical and Theoretical Chemistry
  • Entstehung:
  • Anmerkungen:
  • Beschreibung: <jats:title>Abstract</jats:title><jats:p>The absolute configuration of the antibiotic (+)‐xanthocidin (4,5‐dihydroxy‐5‐isopropyl‐4‐methyl‐2‐methylene‐3‐oxocyclopentane‐1‐carboxylicacid, <jats:bold>1</jats:bold>) was shown to be 1<jats:italic>R</jats:italic>,4<jats:italic>S</jats:italic>,5<jats:italic>S</jats:italic> by the synthesis of its enantiomers. Lipase AK (Amano) was used for the key resolution step, and the absolute configuration of the resolved intermediate (+)‐<jats:bold>16</jats:bold> was determined by the X‐ray analysis of its (1<jats:italic>S</jats:italic>)‐camphanic ester (+)‐<jats:bold>20</jats:bold>. <jats:chem-struct-wrap><jats:chem-struct><jats:graphic xmlns:xlink="http://www.w3.org/1999/xlink" mimetype="image/gif" position="anchor" specific-use="enlarged-web-image" xlink:href="graphic/must001.gif"><jats:alt-text>magnified image</jats:alt-text></jats:graphic></jats:chem-struct></jats:chem-struct-wrap></jats:p>