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- Publisher Website: 10.1016/j.carres.2004.06.011
- Scopus: eid_2-s2.0-3342912259
- PMID: 15280051
- WOS: WOS:000223352900002
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Article: Synthesis of lactoside glycodendrons using photoaddition and reductive amination methodologies
Title | Synthesis of lactoside glycodendrons using photoaddition and reductive amination methodologies |
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Authors | |
Keywords | Glycodendrimers Multivalency Photoaddition Reductive amination |
Issue Date | 2004 |
Citation | Carbohydrate Research, 2004, v. 339, n. 12, p. 2069-2075 How to Cite? |
Abstract | 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. © 2004 Elsevier Ltd. All rights reserved. |
Persistent Identifier | http://hdl.handle.net/10722/332658 |
ISSN | 2023 Impact Factor: 2.4 2023 SCImago Journal Rankings: 0.509 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Nelson, Alshakim | - |
dc.contributor.author | Fraser Stoddart, J. | - |
dc.date.accessioned | 2023-10-06T05:13:17Z | - |
dc.date.available | 2023-10-06T05:13:17Z | - |
dc.date.issued | 2004 | - |
dc.identifier.citation | Carbohydrate Research, 2004, v. 339, n. 12, p. 2069-2075 | - |
dc.identifier.issn | 0008-6215 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332658 | - |
dc.description.abstract | 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. © 2004 Elsevier Ltd. All rights reserved. | - |
dc.language | eng | - |
dc.relation.ispartof | Carbohydrate Research | - |
dc.subject | Glycodendrimers | - |
dc.subject | Multivalency | - |
dc.subject | Photoaddition | - |
dc.subject | Reductive amination | - |
dc.title | Synthesis of lactoside glycodendrons using photoaddition and reductive amination methodologies | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1016/j.carres.2004.06.011 | - |
dc.identifier.pmid | 15280051 | - |
dc.identifier.scopus | eid_2-s2.0-3342912259 | - |
dc.identifier.volume | 339 | - |
dc.identifier.issue | 12 | - |
dc.identifier.spage | 2069 | - |
dc.identifier.epage | 2075 | - |
dc.identifier.isi | WOS:000223352900002 | - |