Ullapu Punna Reddy, Min Sun-Joon, Chavre Satish N, Choo Hyunah, Lee Jae Kyun, Pae Ae Nim, Kim Youseung, Chang Moon Ho, Cho Yong Seo
Center for Chemoinformatics Research, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650, South Korea.
Angew Chem Int Ed Engl. 2009;48(12):2196-200. doi: 10.1002/anie.200804576.
Double or nothing: The title reaction converts a range of aromatic aldehydes and allenylmethyl/allyl silanes into 1,6-dioxecane derivatives in good to excellent yields (see scheme; Ar = aryl, Tf = triflate, THF = tetrahydrofuran, TMS = trimethylsilyl). In addition, the bisdiene product has been transformed into the corresponding tricyclic compound through a Diels-Alder reaction.
标题反应能将一系列芳香醛和烯丙基甲基/烯丙基硅烷转化为产率良好至优异的1,6-二氧杂环乙烷衍生物(见反应式;Ar = 芳基,Tf = 三氟甲磺酸酯,THF = 四氢呋喃,TMS = 三甲基硅基)。此外,双二烯产物已通过狄尔斯-阿尔德反应转化为相应的三环化合物。