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

J Cristóbal López, Paloma Bernal-Albert, Clara Uriel, Serafín Valverde, Ana M Gómez

Instituto de Química Orgánica General, CSIC, Juan de la Cierva 3, Madrid 28006, Spain. clopez@iqog.csic.es

The Journal of organic chemistry 2007 Dec 21

filter terms:

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.

Citation

J Cristóbal López, Paloma Bernal-Albert, Clara Uriel, Serafín Valverde, Ana M Gómez. IPy2BF4/HF-pyridine: a new combination of reagents for the transformation of partially unprotected thioglycosides and n-pentenyl glycosides to glycosyl fluorides. The Journal of organic chemistry. 2007 Dec 21;72(26):10268-71