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A convenient method to reduce hydroxyl-substituted aromatic carboxylic acid with NaBH(4)/Me(2)SO(4)/B(OMe)(3)

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Indexed by:期刊论文

Date of Publication:2008-05-12

Journal:TETRAHEDRON LETTERS

Included Journals:SCIE

Volume:49

Issue:20

Page Number:3260-3263

ISSN No.:0040-4039

Key Words:reductions; aromatic carboxylic acids; borane; sodium borohydride; trimethyl borate

Abstract:The reduction of hydroxyl-substituted aromatic carboxylic acid with NaBH(4)/Me(2)SO(4)/B(OMe)(3) is described. Borane is generated by the reaction of NaBH(4) with Me(2)SO(4) in THF, which is as efficient as the commercial one. B(OMe)(3) has been successfully applied to increase the reactivity and selectivity of this reaction. The optimum ratio of borane/B(OMe)(3)/acid is studied, and a variety of hydroxyl-substituted aromatic acids are reduced in good yields. (c) 2008 Elsevier Ltd. All rights reserved.

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