Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, China.
Org Lett. 2023 Apr 7;25(13):2333-2337. doi: 10.1021/acs.orglett.3c00718. Epub 2023 Mar 30.
Stereoselective synthesis of tetrasubstituted vinylsilanes is a challenging task. We herein report a novel palladium(0)-catalyzed defluorosilylation of β,β-difluoroacrylates to access tetrasubstituted vinylsilanes containing the monofluoroalkene motif in excellent diastereoselectivities (>99:1). This is our first example of C-heteroatom bond formation from the C-F bond under such a Pd catalytic manifold.
四取代乙烯基硅烷的立体选择性合成是一项具有挑战性的任务。在此,我们报告了一种新型的钯(0)催化的β,β-二氟丙烯酸酯的脱氟硅化反应,以优异的非对映选择性(>99:1)获得含有单氟烯烃结构的四取代乙烯基硅烷。这是我们在这种钯催化体系下首次从 C-F 键形成 C-杂原子键的实例。