- Facile synthesis of 1-thio-β-lactoside clusters scaffolded onto p-methoxyphenyl, β-D-galactopyranoside, β-D-glucopyranoside, and lactoside
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The free-radical addition of 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1 →4)-2,3,6-tri-O-acetyl-1-thio-β-D-glucopyranose to the allyl ether functions of p-methoxyphenyl per-O-allyl-D-galactopyranoside, D-glucopyranoside, and lactoside provides a concise and effective route for synthesis of glycoside clusters, of use for exploring anti-metastatic activity.
- Meng, Xiang-Bao,Yang, Lian-Dai,Li, Hui,Li, Qing,Cheng, Tie-Ming,Cai, Meng-Shen,Li, Zhong-Jun
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p. 977 - 981
(2007/10/03)
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- 'Armed-disarmed' glycosidation strategy based on glycosyl donors and acceptors carrying phosphoroamidate as a leaving group: A convergent synthesis of globotriaosylceramide
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A stereocontrolled synthesis of globotriaosylceramide with three different glycosidic linkages has been accomplished by linear and convergent routes exploiting 'armed-disarmed' glycosidation methodology based on glycosyl donors and acceptors carrying tetramethylphosphoroamidate as a leaving group. In particular, the convergent strategy featuring a coupling of a galactosyl(1→4)-galactosyl donor with a glucosylceramide derivative has proven to be extremely efficient.
- Hashimoto, Shun-Ichi,Sakamoto, Hiroki,Honda, Takeshi,Abe, Hiroshi,Nakamura, Sei-Ichi,Ikegami, Shiro
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p. 8969 - 8972
(2007/10/03)
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- Cyclo-glycosylation of (1→4)-linked glycohexaoses: Synthesis of cyclolactohexaose
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Cyclo-glycosylation of (2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-{(1→4)-(2,3,6-tri-O-benzyl- β-D-glucopyranosyl)-(1→4)-(2,3,6-tri-O-benzyl-α-D- galactopyranosyl)}2-(1→4)-(2,3,6-tri-O-benzyl-α/ β-glucopyranosyl fluoride and subsequent deprotection of the product gave an excellent yield of cyclo-lactohexaose.
- Kuyama, Hiroki,Nukada, Tomoo,Nakahara, Yoshiaki,Ogawa, Tomoya
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p. 2171 - 2174
(2007/10/02)
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