Zhang Jun-Li, Gao Dingding, Tan Yun-Xuan, He Cheng-Yu, Peng Pei-Ying, Lin Guo-Qiang, Li Qing-Hua, Tian Ping
The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, 1200 Cailun Road, Shanghai 201203, China.
CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
Org Lett. 2020 May 1;22(9):3661-3666. doi: 10.1021/acs.orglett.0c01156. Epub 2020 Apr 10.
The rhodium(III)-catalyzed kinetic resolution of racemic nonactivated terminal alkene-tethered cyclohexadienones (1,6-dienes) has been developed with high to excellent selectivities ( up to 458) via asymmetric borylative cyclization, providing recovered cyclohexadienones and -hydrobenzofuranones with good to excellent yields and enantioselectivities (up to 99% ee). This reaction shows broad functional group tolerance and allows the further conversions of these two-type products to many optically active derivatives bearing multiple functionalities via Rh, Cu, Pd, and Ag catalysis.
通过不对称硼氢化环化反应，已经开发出铑（III）催化的外消旋非活化末端烯烃连接的环己二烯酮（1,6 - 二烯）的动力学拆分方法，具有高至优异的选择性（高达458），能够以良好至优异的产率和对映选择性（高达99％ee）回收环己二烯酮和氢化苯并呋喃酮。该反应显示出广泛的官能团耐受性，并允许通过Rh、Cu、Pd和Ag催化将这两类产物进一步转化为许多具有多种官能团的光学活性衍生物。
