Boric acid catalyzed methyl esterification of sugar acids

Stephan M. Levonis; Brighid B. Pappin; Alissa Sharp; Milton J. Kiefel; Todd A. Houston

doi:10.1071/CH13459

Boric acid catalyzed methyl esterification of sugar acids

Stephan M. Levonis, Brighid B. Pappin, Alissa Sharp, Milton J. Kiefel^*, Todd A. Houston

^*Corresponding author for this work

Research output: Contribution to journal › Article › Research › peer-review

9 Citations (Scopus)

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.

Original language	English
Pages (from-to)	528-530
Number of pages	3
Journal	Australian Journal of Chemistry
Volume	67
Issue number	3
DOIs	https://doi.org/10.1071/CH13459
Publication status	Published - 2014
Externally published	Yes

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title = "Boric acid catalyzed methyl esterification of sugar acids",

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.",

author = "Levonis, {Stephan M.} and Pappin, {Brighid B.} and Alissa Sharp and Kiefel, {Milton J.} and Houston, {Todd A.}",

year = "2014",

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volume = "67",

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T1 - Boric acid catalyzed methyl esterification of sugar acids

AU - Levonis, Stephan M.

AU - Pappin, Brighid B.

AU - Sharp, Alissa

AU - Kiefel, Milton J.

AU - Houston, Todd A.

PY - 2014

Y1 - 2014

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=84896278213&partnerID=8YFLogxK

U2 - 10.1071/CH13459

DO - 10.1071/CH13459

M3 - Article

AN - SCOPUS:84896278213

VL - 67

SP - 528

EP - 530

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

SN - 0004-9425

IS - 3

ER -

Boric acid catalyzed methyl esterification of sugar acids

Abstract

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