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Synlett 1998; 1998(9): 1007-1009
DOI: 10.1055/s-1998-1847
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Novel Glycosidations of Glycals Using BCl3 or BBr3 as a Promoter for Catalytic and Stereoselective Syntheses of 2-Deoxy-α-glycosides

Kazunobu Toshima* , Hideyuki Nagai, Yasunobu Ushiki, Shuichi Matsumura
  • *Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan; Fax + 81(45)5 63 04 46; E-mail: toshima@applc.keio.ac.jp
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Publikationsdatum:
31. Dezember 2000 (online)

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The glycosidations of silylated glycals and alcohols using a catalytic amount of BCl3 or BBr3 proceeded under mild conditions in a highly stereoselective fashion to afford the corresponding 2-deoxy-α-glycosides in high yields which were often found as the glycosidic components of several bioactive natural products.

glycosidation - glycal - 2-deoxyglycoside - boron trichloride - boron tribromide

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