Boric Acid Catalyzed Methyl Esterification of Sugar Acids
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Pappin, Brighid B
Sharp, Alissa
Kiefel, Milton J
Houston, Todd A
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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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Australian Journal of Chemistry
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67
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3
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© 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.
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Chemical sciences
Organic chemical synthesis
Organic green chemistry
Engineering