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Synlett 1999; 1999(9): 1420-1422
DOI: 10.1055/s-1999-2869
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Novel Dehydrative Glycosidations of 1-Hydroxy Sugars Using a Heteropoly Acid

Kazunobu Toshima* , Hideyuki Nagai, Shuichi Matsumura
  • *Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan; Fax 0 45-5 63-04 46; E-mail: toshima@applc.keio.ac.jp
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Publication Date:
31 December 1999 (online)

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Novel and convenient dehydrative glycosidations of 1-hydroxy glycosyl donors have been developed. Several O-benzylated 1-hydroxy sugars are effectively cross-coupled with a variety of alcohols to give the corresponding O-glycosides in high yields with good α-stereoselectivities by using the heteropoly acid, H4SiW12O40.

dehydrative glycosidation - 1-hydroxy sugar - O-glycoside - solid acid - heteropoly acid