Department of Chemistry , University of Michigan , 930 North University Avenue , Ann Arbor , Michigan 48109-1055 , United States.
Org Lett. 2019 May 17;21(10):3813-3816. doi: 10.1021/acs.orglett.9b01258. Epub 2019 Apr 25.
The Pd-catalyzed coupling of malonate nucleophiles with alkenes bearing tethered aryl or alkenyl triflates is described. These alkene difunctionalization reactions afford malonate-substituted cyclopentanes that contain fused aryl or cycloalkenyl rings. The transformations generate a five-membered ring, two C-C bonds, and provide products bearing up to three stereocenters with good chemical yield and generally high diastereoselectivity.
Pd 催化的带有连接的芳基或烯基三氟甲磺酸酯的丙二酸酯亲核试剂与烯烃的偶联反应被描述。这些烯烃双官能化反应提供了含有稠合芳基或环烯基环的丙二酸酯取代的环戊烷。这些转化生成一个五元环、两个 C-C 键,并以良好的化学收率和通常高的非对映选择性提供了具有多达三个立体中心的产物。