Synthesis of lactoside glycodendrons using photoaddition and reductive amination methodologies

Alshakim Nelson, J. Fraser Stoddart*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

17 Scopus citations


Carbohydrate-based divalent and tetravalent lactoside glycodendrons were constructed in a convergent manner. The dendrons were synthesized beginning with the photoaddition of hepta-O-acetyl-1-thio-β-lactose, in an anti-Markovnikov manner, to a bis-allyl AB2 trisaccharide to form a divalent dendron. Following two nearly quantitative deprotection steps, the divalent lactoside was coupled to another AB2 trisaccharide by reductive amination to afford a tetravalent dendron. These paucivalent compounds were characterized by NMR spectroscopy and mass spectrometry.

Original languageEnglish (US)
Pages (from-to)2069-2075
Number of pages7
JournalCarbohydrate Research
Issue number12
StatePublished - Aug 23 2004


  • Glycodendrimers
  • Multivalency
  • Photoaddition
  • Reductive amination

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry


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