Copper-catalyzed/mediated borylation reactions of epoxides with diboron reagents: access to β-hydroxyl boronic esters.

Chem Commun (Camb)

Hefei National Laboratory for Physical Sciences at the Microscale, iChEM, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, University of Science and Technology of China, Hefei 230026, China.

Published: January 2017

We report the first copper-catalyzed/mediated borylative ring opening reaction of epoxides. This process represents a direct borylative C(sp)-O bond cleavage of terminal epoxide substrates with commercially available diboron reagents. A wide range of epoxides with different functional groups are involved, and were subsequently converted to the corresponding β-hydroxyl boronic esters smoothly. Moreover, the ring opening product β-pinacol boronate alcohol provided a more beneficial approach for the formation of C-C and C-N bonds.

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Source
http://dx.doi.org/10.1039/c6cc07924eDOI Listing

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