Reaction of carbohydrates with Vilsmeier reagent: a tandem selective chloro O-formylation of sugars.
A convenient and efficient method for selective replacement of the primary hydroxyl groups of sugars by chlorine with concomitant O-formylation, compatible with the presence of a variety of functional groups, has been developed using the Vilsmeier-Haack reaction. Sugars having free primary hydroxyl groups mostly afforded the chloro-O-formylated product while sugars devoid of primary hydroxyl groups yielded only O-formylated products.
Thota
Niranjan
N
Bio-organic Chemistry Division, Indian Institute of Integrative Medicine, Canal Road, Jammu, India-180001.
Mukherjee
Debaraj
D
Reddy
Mallepally Venkat
MV
Yousuf
Syed Khalid
SK
Koul
Surrinder
S
Taneja
Subhash Chandra
SC
D002236:Carbohydrate Conformation; D002241:Carbohydrates / Q000737:chemistry*; D005561:Formates / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents / Q000737:chemistry*; D013237:Stereoisomerism
D002241:Carbohydrates; D005561:Formates; D007202:Indicators and Reagents