Carbohydrate Research p. 153 - 165 (1990)
Update date:2022-08-03
Topics:
Tamura, Jun-ichi
Horito, Shigeomi
Yoshimura, Juji
Hashimoto, Hironobu
A pseudodisaccharide, a 5-O-(β-D-mannopyranosyl)-2-deoxystreptamine derivative, was obtained preferentially when 2,3,4-tri-O-allyl-6-O-benzyl-α-D-mannopyranosyl chloride (1) was used as the glycosyl donor for coupling with 1,3-di-N-benzyloxycarbonyl-2-deoxystreptamine (2) using silver triflate as a promoter in tetrahydrofuran.Complexation of the glycosyl acceptor and the allyl protecting group of the glycosyl donor with the promoter proved important for the regio- and stereo-selective formation of the β-mannopyranosyl linkage.
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