Key Laboratory of Tropical Marine Bio-resources and Ecology, South China Sea Institute of Oceanology, CAS, Guangzhou, P. R. China.
Department of Chemistry and Biochemistry, UCSB, Santa Barbara, CA, 93106, USA.
Angew Chem Int Ed Engl. 2018 Jul 2;57(27):8250-8254. doi: 10.1002/anie.201802533. Epub 2018 Jun 4.
Using the previously designed biphenyl-2-ylphosphine ligand, featuring a remote tertiary amino group, the first gold-catalyzed intermolecular hydroalkenylation of alkynes has been developed. Synthetically valuable conjugated dienyl alcohols are formed in moderate to good yields. A range of alkenyltrifluoroborates are allowed as the alkenyl donor, and no erosion of alkene geometry and/or the propargylic configuration are detected. DFT calculations confirm the critical role of the remote basic group in the ligand as a general-base catalyst for promoting this novel gold catalysis with good efficiency.
使用之前设计的带有远程叔胺基的联苯-2-基膦配体,开发了首例金催化的炔烃的分子间氢烯丙基化反应。以中等至良好的收率形成了具有合成价值的共轭二烯醇。允许使用各种烯基三氟硼酸盐作为烯基供体,并且没有检测到烯烃几何形状和/或炔丙基构型的侵蚀。DFT 计算证实了配体中远程碱性基团作为通用碱催化剂在促进这种新型金催化反应中的关键作用,具有良好的效率。