4.8 Article

N-(phenylthio)-ε-caprolactam:: A new promoter for the activation of thioglycosides

Journal

ORGANIC LETTERS
Volume 6, Issue 5, Pages 839-841

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0400084

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N-(Phenylthio)-epsilon-caprolactam (1) has been applied as a new promoter for the activation of thioglycosides. This proceeds by the reaction of 1 with trifluoromethansulfonic anhydride, which subsequently activates the thioglycoside for glycosidic bond formation. Notably, the reaction proceeds efficiently at room temperature and is adaptable to our reactivity-based one-pot oligosaccharide synthesis.

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