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Direct Preparation of N‐Glycosidic Bond‐Linked Nonionic Carbohydrate‐Based Surfactant (NICBS) via Ritter Reaction
Author(s) -
Wang Zerong Daniel,
Sheikh Samia O.,
Cox Shan,
Zhang Yulu,
Massey Keegan
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700079
Subject(s) - chemistry , ritter reaction , glycosidic bond , trimethylsilyl trifluoromethanesulfonate , organic chemistry , carbohydrate , pulmonary surfactant , acetonitrile , trifluoromethanesulfonate , catalysis , biochemistry , enzyme
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 (AgClO 4 ) 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)