Institute of Organic Chemistry, RWTH Aachen University , Landoltweg 1, 52074 Aachen, Germany.
School of Chemistry, University of New South Wales , Sydney NSW 2052, Australia.
J Org Chem. 2017 Aug 4;82(15):8220-8227. doi: 10.1021/acs.joc.7b00951. Epub 2017 Jul 17.
Trifluoromethyl-substituted cyclopropanes are an attractive family of building blocks for the construction of pharmaceutical and agrochemical agents. This work demonstrated the utilization of fluorinated sulfur ylides as versatile reagents for Corey-Chaykovsky cyclopropanation reactions of nitro styrenes. This protocol favored the synthesis of cis-configured trifluoromethyl cyclopropanes for a broad range of substrates with excellent yields and good diastereoselectivities.
三氟甲基取代的环丙烷是构建药物和农用化学品的有吸引力的砌块家族。这项工作证明了氟化亚磺酰基作为硝基苯乙烯Corey-Chaykovsky 环丙烷化反应的多功能试剂的应用。该方案有利于顺式构型的三氟甲基环丙烷的合成,对于广泛的底物,具有优异的收率和良好的非对映选择性。