Seven-membered ring boronates at trans-diol moieties of carbohydrates

被引:21
|
作者
Meiland, Marcel [1 ]
Heinze, Thomas [1 ]
Guenther, Wolfgang [1 ]
Liebert, Tim [1 ]
机构
[1] Univ Jena, Ctr Excellence Polysaccharide Res, D-07743 Jena, Germany
关键词
Phenylboronate; C-13 NMR spectroscopy; B-11 NMR spectroscopy; trans-1,2-Diol; Methyl-alpha-D-glucopyranoside; B-11; NMR; ESTERS; TRIFLUOROACETATES; COMPLEXES; CELLULOSE; BORATE;
D O I
10.1016/j.tetlet.2008.11.043
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
MS and H-1, C-13 and B-11 NMR results are presented revealing the formation of cyclic seven-membered boronate structures at trans-1,2-diol moieties of carbohydrates providing new opportunities for the activation, protection and analysis of glucopyranose-based oligomers and polymers such as cellulose or starch. 'Coordination-induced shifts' in 13C NMR spectra were identified for the esterification by boronic acids of carbohydrates, which can be applied for further studies. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:469 / 472
页数:4
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