Sulfonated graphene oxide as highly efficient catalyst for glycosylation

ABSTRACT

Heterogeneous sulfonated graphene oxide for the first time has been used as a green and efficient catalyst for atom-economic glycosylation of unprotected, unactivated glycosyl donors or 2,3,4,6-tetra-O-acetylglycosyltrichloroacetimidate with various acceptors basically in the absence of solvent. The unprotected, unactivated glycosyl donors afforded mixtures of α- and β-glycosides, while the 2,3,4,6-tetra-O-acetylglycosyltrichloroacetimidate afforded β-glycosylated products with high yields and selectivity. The main advantages of this methodology are easy catalyst preparation, no need for dry reagents and reaction conditions, easy catalyst separation and recycling, and high product yields.

GRAPHICAL ABSTRACT

KEYWORDS:

• Sulfonated graphene oxide
• reusability
• glycol donor
• glycosyl acceptor
• glycosylation

Acknowledgment

V.H.J also thanks the director of NCL for providing all the infrastructural facilities.

Additional information

Funding

V.H.J. thanks DST, New Delhi, for the INSPIRE Faculty Award (IFA 12, CH-44) and Fast Track Grant (CS-041/2013).