Literature DB >> 14986948

Boric acid catalyzed chemoselective esterification of alpha-hydroxycarboxylic acids.

Todd A Houston1, Brendan L Wilkinson, Joanne T Blanchfield.   

Abstract

Boric acid catalyzes the selective esterification of alpha-hydroxycarboxylic acids without causing significant esterification to occur with other carboxylic acids. The procedure is simple, high-yielding, and applicable to the esterification of alpha-hydroxy carboxylates in the presence of other carboxylic acids including beta-hydroxyacids within the same molecule. [reaction: see text]

Entities:  

Year:  2004        PMID: 14986948     DOI: 10.1021/ol036123g

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Scaffolding catalysts: highly enantioselective desymmetrization reactions.

Authors:  Xixi Sun; Amanda D Worthy; Kian L Tan
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-07       Impact factor: 15.336

2.  N-Butyl-2,4-dinitro-anilinium p-toluenesulfonate as a highly active and selective esterification catalyst.

Authors:  Narsimha Sattenapally; Wei Wang; Huimin Liu; Yong Gao
Journal:  Tetrahedron Lett       Date:  2013-11-27       Impact factor: 2.415

3.  Esterification Catalysis by Pyridinium p-Toluenesulfonate Revisited-Modification with a Lipid Chain for Improved Activities and Selectivities.

Authors:  Wei Wang; Huimin Liu; Shaoyi Xu; Yong Gao
Journal:  Synth Commun       Date:  2013-01-01       Impact factor: 2.007

4.  2-Propynyl 2-hydroxy-benzoate.

Authors:  Stephan M Levonis; Milton J Kiefel; Todd A Houston; Peter C Healy
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-12-24

5.  Dendrons containing boric acid and 1,3,5-tris(2-hydroxyethyl)isocyanurate covalently attached to silica-coated magnetite for the expeditious synthesis of Hantzsch esters.

Authors:  Mahsa Sam; Mohammad G Dekamin; Zahra Alirezvani
Journal:  Sci Rep       Date:  2021-01-27       Impact factor: 4.379

  5 in total

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