Structure elucidation of the dibutylchlorostannyl intermediate during dibutyltin oxide-mediated acylation of sugars
Date
2000
Authors
Bredenkamp M.W.
Spies H.S.C.
Van Der Merwe M.J.
Journal Title
Journal ISSN
Volume Title
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Abstract
119Sn NMR and APcI-MS indicate the presence of a dimeric species as the dibutylchlorostannyl intermediate after dibutyltin oxide-mediated bezoylation of methyl 4,6-O-benzylidene-α-D-glucopyranoside. The stannyl groups in the dimer dismutate to form a dialkoxystannyl species loosely complexed to dibutyltin dichloride. This species and its isomer were also prepared by treating the benzoylated sugar with bis(dibutylchlorotin) oxide. The dialkoxytin complex and isomer was also prepared by treating the benzoylated sugar with dibutyltin oxide.
Description
Keywords
carbohydrate derivative, oxide, tin derivative, acylation, article, chemical reaction, chemical structure, complex formation, conformation, ionization, spectral sensitivity
Citation
Tetrahedron Letters
41
4
41
4