Issue 5, 2017

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

Abstract

We report the first copper-catalyzed/mediated borylative ring opening reaction of epoxides. This process represents a direct borylative C(sp3)–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.

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

Supplementary files

Article information

Article type
Communication
Submitted
30 Sep 2016
Accepted
06 Dec 2016
First published
23 Dec 2016

Chem. Commun., 2017,53, 909-912

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

E. M. A. Ahmed, X. Lu, T. Gong, Z. Zhang, B. Xiao and Y. Fu, Chem. Commun., 2017, 53, 909 DOI: 10.1039/C6CC07924E

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