IPy2BF4/HF-pyridine: a new combination of reagents for the transformation of partially unprotected thioglycosides and n-pentenyl glycosides to glycosyl fluorides.
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.
López
J Cristóbal
JC
Instituto de Química Orgánica General, CSIC, Juan de la Cierva 3, Madrid 28006, Spain. clopez@iqog.csic.es
Bernal-Albert
Paloma
P
Uriel
Clara
C
Valverde
Serafín
S
Gómez
Ana M
AM
D002236:Carbohydrate Conformation; D005459:Fluorides / Q000737:chemistry*; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D054879:Halogenation; D006858:Hydrofluoric Acid / Q000737:chemistry*; D009861:Onium Compounds / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism
D006027:Glycosides; D009861:Onium Compounds; D011725:Pyridines; C512284:bis(pyridine)iodonium(I) tetrafluoroborate; D005459:Fluorides; D006858:Hydrofluoric Acid