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Synthesis 1992; 1992(5): 482-486
DOI: 10.1055/s-1992-26142
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Stereoselective Syntheses of the Antibiotics (+)-Negamycin and (-)-HON (RI-331)

Ulrich Schmidt* , Florian Stäbler, Albrecht Lieberknecht
  • *Institut für Organische Chemie und Isotopenforschung der Universität Stuttgart, Pfaffenwaldring 55, D-7000 Stuttgart 80, Germany
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Publication Date:
17 September 2002 (online)

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The stereoselective syntheses of the antibiotics (-)-HON (5-hydroxy-4-oxo-L-norvaline, RI-331) and (+)-negamycin starting from (S)-4-[(Z)-2-(benzyloxycarbonylamino)-2-(tert-butoxycarbonyl)vinyl]-2, 2-dimethyl-1,3-dioxolane and (R)-3-benzyloxycarbonyl-5-[(Z)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl) vinyl] -2, 2-dimethyl-1,3-oxazolidine, respectively, are described.