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Chemical Diversification of Sialic Acid Glycosides by Stereospecific, Chemoselective Deamination
Author(s) -
Navuluri Chandrasekhar,
Crich David
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201303781
Subject(s) - glycoside , stereospecificity , deamination , sialic acid , chemistry , diversification (marketing strategy) , organic chemistry , computer science , biochemistry , business , marketing , enzyme , catalysis
Late bloomer : Nitrosation of peracetylated sialic acid glycosides followed by treatment with sodium trifluoroethoxide and then a suitable nucleophile enables the late‐stage modification of these glycosides with stereospecific replacement of the acetamido group. This method should enable access to many glycoside derivatives with a minimum of synthetic effort.