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Highly Selective Formation of β‐Glycosides of N ‐Acetylglucosamine Using Catalytic Iron(III) Triflate
Author(s) -
Stévenin Arnaud,
Boyer FrançoisDidier,
Beau JeanMarie
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200062
Subject(s) - trifluoromethanesulfonate , glycosylation , n acetylglucosamine , catalysis , chemistry , glycoside , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry , enzyme
Efficient and highly selective glycosylation reactions of peracetylated β‐ D ‐ N ‐acetylglucosamine are described using catalytic iron(III) triflate and 2,4,6‐tri‐ tert ‐butylpyrimidine (TTBP) under microwave conditions. We have demonstrated that the formation of β‐(1→6) and β‐(1→3) linked disaccharides are obtained in high yields in the presence ofvarious protecting groups.