Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Recent Developments of Arylboron Compounds as Lewis Acid Catalysts
Hideki KURIHARAKazuaki ISHIHARAHisashi YAMAMOTO
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1998 Volume 56 Issue 1 Pages 45-53

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Abstract
Arylboron compounds with electron-withdrawing substituents at their aryl groups are water tolerant Lewis acid catalysts for various carbon-carbon bond formation reactions. For examples, tris (pentafluorophenyl)boron catalyzes aldol-type reaction of aldehydes and imines with silyl enol ethers, stereoselective rearrangement of epoxides, hydrosilation of carbonyl compounds, etc. 3, 4, 5-Trifluorophenylboronic acid promotes amidation reaction between carboxylic acids and amines. Bis (pentafluorophenyl) borinic acid catalyzes substrate selective dehydration reaction of anti-aldols, and Oppenauer oxidation of allylic, and benzylic alcohols.
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© The Society of Syhthetic Organic Chemistry, Japan
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