Novel stereocontrolled glycosidations using a solid acid, SO4/ZrO2, for direct syntheses of α- and β-mannopyranosides

Kazunobu Toshima, Ken Ichi Kasumi, Shuichi Matsumura

研究成果: Article査読

54 被引用数 (Scopus)

抄録

Novel stereocontrolled glycosidations using an environmentally friendly solid acid, sulfated zirconia (SO4/ZrO2), for direct syntheses of α- and β-mannopyranosides have been developed. The glycosidations of the totally benzylated mannopyranosyl fluoride 1 and various alcohols using SO4/ZrO2 in CH3CN at 40°C for 15 h exclusively gave the corresponding α-mannopyranosides. On the other hand, the corresponding β-mannopyranosides were selectively obtained by the glycosidations of 1 and various alcohols employing SO4/ZrO2 in the presence of molecular sieves 5Å in Et2O at 25°C for 15 h.

本文言語English
ページ(範囲)643-645
ページ数3
ジャーナルSynlett
6
DOI
出版ステータスPublished - 1998 6月

ASJC Scopus subject areas

  • 有機化学

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