✦ LIBER ✦
Effect of complexation of silver ion with the glycosyl donor and acceptor on the regio- and stereo-selectivity in the β-mannopyranosylation of 1,3-di-N-benzyloxycarbonyl-2-deoxystreptamine using silver triflate as a promoter in tetrahydrofuran
✍ Scribed by Jun-ichi Tamura; Shigeomi Horito; Juji Yoshimura; Hironobu Hashimoto
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- English
- Weight
- 973 KB
- Volume
- 207
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
A pseudodisaccharide, a 5-0-Q?-D-mannopyranosyl)-2-deoxystreptamine derivative, was obtained preferentially when 2,3&tri-O-ally&6-0-benzyl-a-D-mannopyranosyl chloride (1) was used as the glycosyl donor for coupling with I ,3-di-~-~nzyloxyc~bonyl-Z-d~xyst~ptamine
(2) usmg silver t&late as a promoter in tetrahydrofuran. Complexation of the glycosyl acceptor and the ally1 protecting group of the glycosyl donor with the promoter proved important for the regio-and stereo-selective formation of the D-mannopyranosyl linkage.