Novel stereocontrolled glycosidations of 2-deoxyglucopyranosyl fluoride using a heterogeneous solid acid, sulfated zirconia (SO4[ZrO2)

Kazunobu Toshima, Ken ichi Kasumi, Shuichi Matsumura

研究成果: Article

32 引用 (Scopus)

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Novel stereocontrolled glycosidations of a 2-deoxy-α-D-glucopyranosyl fluoride using a heterogeneous and environmentally friendly solid acid, sulfated zirconia (SO4/ZrO2), have been developed. The glycosidations of the perbenzylated 2-deoxy-α-D-glucopyranosyl fluoride 1 and various alcohols using SO4/ZrO2 in CH3CN at 25°C for 1 h predominantly gave the corresponding 2-deoxy-α-D-glucopyranosides. On the other hand, the corresponding 2-deoxy-β-D-glucopyranosides were selectively obtained by the glycosidations of 1 and various alcohols employing SO4/ZrO2 in the presence of molecular sieves 5A in Et2O at 0°C for 1 h.

元の言語English
ページ(範囲)813-815
ページ数3
ジャーナルSynlett
発行部数6
DOI
出版物ステータスPublished - 1999 1 1

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ASJC Scopus subject areas

  • Organic Chemistry

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