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Bis-Boric Acid-Mediated Regioselective Reductive Aminolysis of 3,4-Epoxy Alcohols
Wei Tang1, Chuan Wang1,2
1Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
Abstract:
Herein we report a bis-boric acid-mediated regioselective reductive aminolysis of 3,4-epoxy alcohols, providing new access to prepare amino diols in high diastereofidelity directly starting from nitroarenes. Notably, this step-economical process is enabled by the essential dual function of bis-boric acid, which is engaged initially in the 4,4'-bipyridine-catalyzed reduction of nitro compounds as the reductant and subsequently promotes the ring opening reaction of 3,4-epoxy alcohols with the in situ-generated anilines.
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