Sekine Keisuke, Ushiyama Aina, Endo Yu, Mikami Koichi
Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
J Org Chem. 2020 Jun 19;85(12):7916-7924. doi: 10.1021/acs.joc.0c00622. Epub 2020 Jun 2.
The highly enantioselective copper/chiral phosphine-catalyzed hydro-, bora-, and carbo-metalations of difluorocyclopropenes with PHMS [H-Si], H-BPin, (BPin), and (CH)Zn [Zn-Me] are shown to regiodivergently afford highly enantioenriched and functionalized difluorocyclopropanes. These examples can be viewed as the first successful syntheses of "chiral" -dimethyl and -butyl analogues.
二氟环丙烯与PHMS [H-Si]、H-BPin、(BPin)和(CH)Zn [Zn-Me]的高对映选择性铜/手性膦催化氢化、硼氢化和碳金属化反应,区域发散地得到了高对映体富集的官能化二氟环丙烷。这些实例可被视为“手性” -二甲基和 -丁基类似物的首次成功合成。