4.7 Article

IPy2BF4/HF-Pyridine:: A new combination of reagents for the transformation of partially unprotected thioglycosides and n-pentenyl glycosides to glycosyl fluorides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 26, Pages 10268-10271

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo7018653

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[GRAPHICS] The combination of bis(pyridinium)iodonium (I) tetrafluoroborate (IPy2BF4), and hydrogen fluoride pyridine (HF-py) forms an iodine monofluoride (IF) synthetic equivalent that can be used in the preparation of partially unprotected glycosyl fluorides from partially unprotected n-pentenyl glycosides and thioglycosides, thus avoiding the need for the protection/deprotection steps normally required in that transformation.

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