Tin-mediated equilibration of the benzoate esters of methyl 4,6-O- benzylidene-α-D-glucopyranoside
Date
2000
Authors
Bredenkamp M.W.
Spies H.S.C.
Journal Title
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Volume Title
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Abstract
The selective dibutyltin oxide-mediated benzoylation of methyl 4,6-O- benzylidene-α-D-glucopyranoside at position 2 is not a post-acylation phenomenon as is the case with the equivalent benzoylation of phenylethyleneglycol. 1H NMR temperature studies have shown that such equilibration occurs only above 85 °C in toluene-d8 for the glucopyranoside.
Description
Keywords
benzoic acid ester derivative, benzylidene derivative, glucopyranoside, tin, acylation, article, chelation, chemical reaction, chemical structure, conformation, temperature dependence
Citation
Tetrahedron Letters
41
4
41
4