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Synlett 2001; 2001(9): 1446-1448
DOI: 10.1055/s-2001-16803
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o-Methoxycarbonylphenyl 1-Thio-β-d-Galactopyranoside, A Non-malodorous Thio Glycosylation Donor for the Synthesis of Globosyl α (1-4)-Linkages

Hirofumi Dohi* , Yoshihiro Nishida, Hidehiko Tanaka, Kazukiyo Kobayashi
  • *Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan
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Publication Date:
28 August 2001 (online)

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o-Methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-d-galactoside 1 was designed and demonstrated to serve as a non-malodorous thioglycosyl donor in α-selective glycosylation reactions with 4-OH galactoside and 4′-OH lactoside to give globosyl Gb2 and Gb3 saccharides, respectively.

stereoselective glycosylations - thioglycosides - globosyl oligosaccharides - glycoconjugate polymers - carbohydrates