Boric Acid Catalyzed Methyl Esterification of Sugar Acids

Thumbnail
View/Open
Author(s)
Levonis, Stephan M
Pappin, Brighid B
Sharp, Alissa
Kiefel, Milton J
Houston, Todd A
Griffith University Author(s)
Year published
2014
Metadata
Show full item record
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.
Journal Title
Australian Journal of Chemistry
Volume
67
Issue
3
DOI
Copyright Statement
© 2014 CSIRO. This is the author-manuscript version of this paper. Reproduced in accordance with the copyright policy of the publisher. Please refer to the journal's website for access to the definitive, published version.
Subject
Chemical sciences
Organic chemical synthesis
Organic green chemistry
Publication URI
Collection