Boric Acid Catalyzed Methyl Esterification of Sugar Acids
Stephan M. Levonis A , Brighid B. Pappin A , Alissa Sharp A , Milton J. Kiefel A B and Todd A. Houston A B
+ Author Affiliations
- Author Affiliations
A Institute for Glycomics and School of Biomolecular and Physical Sciences, Gold Coast Campus, Griffith University, Qld 4222, Australia.
B Corresponding authors. Email: M.Kiefel@griffith.edu.au; T.Houston@griffith.edu.au
Australian Journal of Chemistry 67(3) 528-530 https://doi.org/10.1071/CH13459
Submitted: 31 August 2013 Accepted: 3 December 2013 Published: 18 December 2013
Abstract
Boric acid catalyzes methyl esterification of certain sugar acids (sialic acid, deaminated neuraminic acid) and related natural products (quinic acid) quite cleanly in some cases. However, closely related sugar acids (glucuronic acid, 3-deoxy-d-manno-oct-2-ulosonic acid) failed to esterify under the same conditions. Factors governing this dichotomy are discussed.
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