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

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 in...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2017, Vol.53 (5), p.909-912
Main Authors: Ahmed, Ebrahim-Alkhalil M A, Lu, Xi, Gong, Tian-Jun, Zhang, Zhen-Qi, Xiao, Bin, Fu, Yao
Format: Article
Language:English
Subjects:
Bonding
Carbon-carbon composites
Cleavage
Esters
Formations
Reagents
Ring opening
Terminals
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Summary: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc07924e