Application of Ugi reactions in synthesis of divalent neoglycoconjugates: Evidence that the sugars are presented in restricted conformation

Organic Letters

Volumn 3, Issue 17, 2001, Pages 2629-2632

  Bradley, Helena ^a   Fitzpatrick, Geraldine ^a   Glass, W Kenneth ^a   Kunz, Horst ^b   Murphy, Paul V ^a  

^a UNIVERSITY COLLEGE DUBLIN   (Ireland)

^b JOHANNES GUTENBERG UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCOCONJUGATE;

ARTICLE; CHEMISTRY; CONFORMATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

CARBOHYDRATE CONFORMATION; GLYCOCONJUGATES; MAGNETIC RESONANCE SPECTROSCOPY;

EID: 0035940117     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol016294q     Document Type: Article

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29. At 10 °C these signals are doublets at δ 5.58 and δ 4.60.
30. Exchange between Z- and E-anti conformations has been observed also for 8 from NOE and variable temperature NMR experiments.
31. 2 silicon graphics workstation using Macromodel 6.0. Monte Carlo conformational searches were carried out using the SUMM method and the all-atom amber Force Field.
32. It was noted that the aromatic ring was not planar to the carbonyl group in the calculated structures. X-ray cristallographic data indicate this is preferred. See Supplementary Information for statistics on data deposited at the CCDC, 12 Union Road, Cambridge CB2 1EZ, U.K.