@article{oai:nagasaki-u.repo.nii.ac.jp:00000626,
 author = {Ueda, Atsushi and Pi, Jinhong and Makura, Yui and Tanaka, Masakazu and Uenishi, Jun'ichi},
 issue = {16},
 journal = {RSC Advances},
 month = {Mar},
 note = {+)-5-Thiosucrose 1, a novel isosteric sulfur analog of sucrose, was synthesized stereoselectively for the first time via indirect β-d-fructofuranosidation involving selective β-d-psicofuranosidation, followed by stereo-inversion of the secondary hydroxy group at the C-3 position on the furanose ring. Glycosidation of protected 5-Thio-d-glucose with a d-psicofuranosyl donor provided β-d-psicofuranosyl 5-Thio-α-d-glucopyranoside and that with d-fructofuranosyl donor gave α-d-fructofuranosyl 5-Thio-α-d-glucopyranoside. Two anomeric stereocenters of the glycosyl donor and acceptor were controlled correctly to provide a single disaccharide among four possible anomeric isomers in the glycosylation. Conversion of the resulting disaccharides afforded (+)-5-Thiosucrose 1 and (+)-5-Thioisosucrose 2 in excellent yields, respectively. Inhibitory activities of 1 and 2 against α-glucosidase in vitro were also examined., RSC Advances, 10(16), pp.9730-9735; 2020},
 pages = {9730--9735},
 title = {Stereoselective synthesis of (+)-5-thiosucrose and (+)-5-thioisosucrose},
 volume = {10},
 year = {2020}
}