✦ LIBER ✦

Kinetic studies on the rearrangement of 3,4-di-O-benzyl-1,2-O-(1-methoxyethylidene)-β-l-rhamnopyranose with a catalytic amount of 1,1,3,3-tetramethylurea-trifluoromethanesulfonic acid at different temperatures

✍ Scribed by Joseph H. Banoub; Francis Michon; Jake Rice; Latif Rateb

Publisher: Elsevier Science
Year: 1983
Tongue: English
Weight: 380 KB
Volume: 123
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(83)88385-2

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✦ Synopsis

The kinetics of the rearrangement of 3,4-di-O-benzyl-l,Z-n-(1-methoxyethylid~ne)-~-L-rhamnopy~~nose to methyl 2-O-acetyl-3.4-di-O-bcnzyl-tu-L-rhamnopyranoside with a catalytic amount of 1 ,I .3,3,-tctralnethylurea-trifluoromethanesulfonic acid in deuterated chloroform was studied by 'H-n.m.r. spectroscopy at different temperatures. This isomeriration. irrespective of temperature, seems to occur by an intramolecular mechanism, and it follows first-order kinetics.