TY - JOUR
T1 - Synthesis of trehalose mimics by bismuth(III) triflate or bis(trifluoromethane)sulfonimide-catalyzed 1-C-methyl-d-hexopyranosylation
AU - Yamanoi, Takashi
AU - Inoue, Ryo
AU - Matsuda, Sho
AU - Katsuraya, Kaname
AU - Hamasaki, Keita
N1 - Funding Information:
Financial support from a Grant-in Aid for Scientific Research from the Japan Society for the Promotion of Science (Grant No. 185501600002) is acknowledged.
PY - 2006/11/6
Y1 - 2006/11/6
N2 - We investigated the ketopyranosylation of 2,3,4,6-tetra-O-benzyl-1-C-methyl-d-hexopyranoses with the benzylated d-aldohexopyranoses in order to produce novel non-reducing disaccharides as trehalose mimics. It was found that 5 mol % of bismuth(III) triflate or bis(trifluoromethane)sulfonimide efficiently catalyzed the ketopyranosylation that produced various non-reducing disaccharides.
AB - We investigated the ketopyranosylation of 2,3,4,6-tetra-O-benzyl-1-C-methyl-d-hexopyranoses with the benzylated d-aldohexopyranoses in order to produce novel non-reducing disaccharides as trehalose mimics. It was found that 5 mol % of bismuth(III) triflate or bis(trifluoromethane)sulfonimide efficiently catalyzed the ketopyranosylation that produced various non-reducing disaccharides.
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U2 - 10.1016/j.tetasy.2006.11.008
DO - 10.1016/j.tetasy.2006.11.008
M3 - Article
AN - SCOPUS:33751431583
SN - 0957-4166
VL - 17
SP - 2914
EP - 2918
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 20
ER -