Division of Applied Chemistry and Frontier Chemistry Center, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan.
Org Biomol Chem. 2018 Aug 29;16(34):6187-6190. doi: 10.1039/c8ob01778f.
A stereoselective debromoborylation of aliphatic 1,1-dibromo-1-alkenes to prepare (Z)-1-bromo-1-alkenylboronate esters using copper(i) catalysts was developed. The debromoborylation of various aliphatic 1,1-dibromo-1-alkenes in the presence of a copper(i) catalyst and bis(pinacolato)diboron proceeded smoothly to produce (Z)-1-bromo-1-alkenylboronate esters in good yields with only Z geometry.
发展了一种使用铜(I)催化剂对脂肪族 1,1-二溴-1-烯烃进行立体选择性去溴硼化反应,以制备(Z)-1-溴-1-烯基硼酸酯。在铜(I)催化剂和双(频哪醇合)二硼的存在下,各种脂肪族 1,1-二溴-1-烯烃的去溴硼化反应顺利进行,以良好的收率得到了仅具有 Z 几何构型的(Z)-1-溴-1-烯基硼酸酯。