An enantiodivergent synthesis of several cyclohexenyl nucleosides has been efficiently completed starting from the enantiopure hydrobenzoin-derived monoketal of cyclohex-2-en-1,4-dione, (+)-5. Stereodiversity was accomplished on the base coupling step. This methodology has proved to be useful for the synthesis of enantiopure pyrimidine and purine nucleoside analogues, which anti-HIV activity has been evaluated.
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Osaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Appl Life Sci, Naka Ku, 1-1 Gakuencho, Sakai, Osaka 5998531, JapanOsaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Appl Life Sci, Naka Ku, 1-1 Gakuencho, Sakai, Osaka 5998531, Japan
Uemura, Takahito
Saito, Yusuke
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Osaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Appl Life Sci, Naka Ku, 1-1 Gakuencho, Sakai, Osaka 5998531, JapanOsaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Appl Life Sci, Naka Ku, 1-1 Gakuencho, Sakai, Osaka 5998531, Japan
Saito, Yusuke
Sonoda, Motohiro
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Osaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Appl Life Sci, Naka Ku, 1-1 Gakuencho, Sakai, Osaka 5998531, JapanOsaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Appl Life Sci, Naka Ku, 1-1 Gakuencho, Sakai, Osaka 5998531, Japan
Sonoda, Motohiro
Tanimori, Shinji
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Osaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Appl Life Sci, Naka Ku, 1-1 Gakuencho, Sakai, Osaka 5998531, JapanOsaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Appl Life Sci, Naka Ku, 1-1 Gakuencho, Sakai, Osaka 5998531, Japan