Liu Shiyao, Tanabe Yoshiaki, Kuriyama Shogo, Sakata Ken, Nishibayashi Yoshiaki
Department of Applied Chemistry, School of Engineering, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan.
Faculty of Pharmaceutical Sciences, Toho University, Miyama, Funabashi, Chiba, 274-8510, Japan.
Angew Chem Int Ed Engl. 2021 May 10;60(20):11231-11236. doi: 10.1002/anie.202102779. Epub 2021 Apr 7.
The development of transition metal-catalyzed enantioselective propargylic substitution reactions has gained much progress in recent years, however, no successful example with phosphorus-centered nucleophiles has yet been reported until now. Herein, we report the first successful example of ruthenium-catalyzed enantioselective propargylic substitution reactions of propargylic alcohols with diarylphosphine oxides as phosphorus-centered nucleophiles. This synthetic approach provides a new method to prepare chiral phosphorus-containing organic compounds.
近年来，过渡金属催化的对映选择性炔丙基取代反应取得了很大进展，然而，迄今为止尚未报道以磷为中心的亲核试剂的成功实例。在此，我们报道了首例钌催化的炔丙醇与二芳基氧化膦作为以磷为中心的亲核试剂的对映选择性炔丙基取代反应。这种合成方法为制备手性含磷有机化合物提供了一种新方法。
