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

doi:10.1055/s-1998-1847

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

Research output: Contribution to journal › Article › peer-review

45 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	1007-1009
Number of pages	3
Journal	Synlett
Issue number	9
DOIs	https://doi.org/10.1055/s-1998-1847
Publication status	Published - 1998 Sep

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-1998-1847

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abstract = "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.",

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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

Abstract

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