Intermolecular Double Prins-Type Cyclization: A Facile and Efficient Synthesis of 1,6-Dioxecanes
作者:Punna Reddy Ullapu、Sun-Joon Min、Satish N. Chavre、Hyunah Choo、Jae Kyun Lee、Ae Nim Pae、Youseung Kim、Moon Ho Chang、Yong Seo Cho
DOI:10.1002/anie.200804576
日期:2009.3.9
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.
不加或不加:标题反应以良好的产率将一系列芳族醛和烯丙基甲基/烯丙基硅烷转化为1,6-二氧杂环己烷衍生物(参见方案; Ar =芳基,Tf =三氟甲磺酸酯,THF =四氢呋喃,TMS =三甲基甲硅烷基) 。此外,通过Diels-Alder反应,双二烯产物已转化为相应的三环化合物。