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Synlett 1997; 1997(6): 695-696
DOI: 10.1055/s-1997-3269
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Novel C-3 Epimerization of Digitoxosides to Olivosides Under Hydrogenolysis Conditions

Kazunobu Toshima* , Kyoko Inagaki, Masaya Nakata, Shuichi Matsumura
  • *Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223, Japan, Fax +81-45-563-0446; E-mail toshima@applc.keio.ac.jp
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Publication Date:
31 December 2000 (online)

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The treatment of several β-digitoxosides with hydrogen in the presence of a catalytic amount of Raney-Ni (W4) in MeOH at 50 °C under neutral conditions afforded the C-3 epimers, β-olivosides, in good yields.

digitoxoside - olivoside - 2,6-dideoxy sugar - epimerization - hydrogenolysis conditions