Palladium-catalyzed stereospecific epoxide-opening reaction of ?,?-epoxy-?,?-unsaturated esters with an alkylboronic acid leading to ?,?-vicinal diols with double inversion of the configurationElectronic supplementary information (ESI) available: spectral data of products. See http://www.rsc.org/sup
Palladium-catalyzed stereospecific epoxide-opening reaction of ?,?-epoxy-?,?-unsaturated esters with an alkylboronic acid leading to ?,?-vicinal diols with double inversion of the configurationElectronic supplementary information (ESI) available: spectral data of products. See http://www.rsc.org/sup
复制标题
DOI：
10.1039/b307390d
复制
发表时间：
2003-12
影响因子：
4.9
通讯作者：
Atsushi Hirai;Xiao‐Qiang Yu;Terumichi Tonooka;M. Miyashita
中科院分区：
文献类型：
--
作者：
Atsushi Hirai;Xiao‐Qiang Yu;Terumichi Tonooka;M. Miyashita
本文描述了钯催化的γ，δ-环氧-α，β-不饱和酯与烷基硼酸形成γ，δ-邻二醇的立体定向环氧化合物开孔反应，该反应通过两个连续的SN2反应得到相应的高收率γ，δ-环硼酸盐。
A palladium-catalyzed stereospecific epoxide-opening reaction of γ,δ-epoxy-α,β-unsaturated esters with an alkylboronic acid leading to γ,δ-vicinal diols is described, which proceeds with retention of the configuration, i.e., via two consecutive SN2 processes, to afford the corresponding γ,δ-cyclic boronates in high yields.