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Tin(IV)-functionalised polymer supports; non-toxic and practical reagents for regioselective acetylation of sucrose

✍ Scribed by Wallace M. Macindoe; Andrew Williams; Riaz Khan


Book ID
102994076
Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
599 KB
Volume
283
Category
Article
ISSN
0008-6215

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✦ Synopsis


Polymer-supported butyltin(IV) reagents have been surveyed for regioselectivity in acetylation of sucrose. Polymer-supported butyltin(IV) dichloride 8 catalysed the acetylation of sucrose to give a 59% yield of 6-O-acetyl sucrose 3, the precursor of sucralose. The yield is close to that of a previously reported process involving dibutyltin(IV) oxide (Bu2SnO). The spent polymeric resin could readily be regenerated and can be subsequently used in further synthetic reactions.