Direct Preparation of N-Glycosidic Bond-Linked Nonionic Carbohydrate-Based Surfactant (NICBS) via Ritter Reaction

The Ritter reaction has been successfully extended to the direct preparation of N‐glycosidic bond‐linked nonionic carbohydrate‐based surfactants from carbohydrates and nitriles in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) and silver perchlorate (AgClO4) on a high‐speed mechan...

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Published inEuropean Journal of Organic Chemistry Vol. 2007; no. 14; pp. 2243 - 2247
Main Authors Wang, Zerong Daniel, Sheikh, Samia O., Cox, Shannon, Zhang, Yulu, Massey, Keegan
Format Book Review Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.05.2007
WILEY‐VCH Verlag
Subjects
Acylation
Carbocations
Carbohydrates
Ritter reaction
Surfactants
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Summary:The Ritter reaction has been successfully extended to the direct preparation of N‐glycosidic bond‐linked nonionic carbohydrate‐based surfactants from carbohydrates and nitriles in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) and silver perchlorate (AgClO4) on a high‐speed mechanical shaker. The new surfactant molecules have the features of low toxicity, environmental compatibility and biodegradability. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
Bibliography:ark:/67375/WNG-2G3HGZ5F-X
Dedicated to the memory of Professor Ramiro Sanchez
Faculty Research & Support Fund of University of Houston-Clear Lake
Robert Welch Foundation - No. BC-1586
istex:B2C5A646111A435F0A909DBFEC26312D2FBE6818
ArticleID:EJOC200700079
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200700079