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Tetrahedron letters

Deprotection of pinacolyl boronate esters via hydrolysis of intermediate potassium trifluoroborates

AKL Yuen, CA Hutton

文献索引:Yuen, Alexander K.L.; Hutton, Craig A. Tetrahedron Letters, 2005 , vol. 46, # 46 p. 7899 - 7903

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被引用次数: 126

摘要

An efficient two-step procedure for the deprotection of pinacolyl organoboronate esters is described. Reaction with excess potassium hydrogen fluoride produces the corresponding stable, crystalline potassium organotrifluoroborate salts. Treatment of the trifluoroborates with either inorganic base or trimethylsilyl chloride and water affords the corresponding organoboronic acid in high yield.