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铜催化/介导的环氧化合物与双联硼试剂的硼化反应:合成β-羟基硼酸酯

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

作者信息

Ahmed Ebrahim-Alkhalil M A, Lu Xi, Gong Tian-Jun, Zhang Zhen-Qi, Xiao Bin, Fu Yao

机构信息

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.

出版信息

Chem Commun (Camb). 2017 Jan 10;53(5):909-912. doi: 10.1039/c6cc07924e.

DOI:10.1039/c6cc07924e
PMID:28008446
Abstract

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.

摘要

我们报道了首例铜催化/介导的环氧化物硼化开环反应。该过程代表了用市售双硼试剂对末端环氧化物底物进行直接硼化C(sp)-O键裂解。涉及多种具有不同官能团的环氧化物,并随后顺利转化为相应的β-羟基硼酸酯。此外,开环产物β-频哪醇硼酸酯醇为C-C键和C-N键的形成提供了更有利的方法。

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