Chang Meng-Yang, Cheng Yu-Chieh
Department of Medicinal and Applied Chemistry, Kaohsiung Medical University , Kaohsiung 807, Taiwan.
Org Lett. 2016 Feb 5;18(3):608-11. doi: 10.1021/acs.orglett.5b03696. Epub 2016 Jan 8.
BF3·OEt2-mediated one-pot formal (4 + 2) and (5 + 2) stereocontrolled cycloaddition of 4-alkenols 3 and 4 with veratrol affords the respective substituted tetralins 5 and benzosuberans 6 in good yields. The cascade protocol combines a facile double Friedel-Crafts benzannulation of 4-alkenols 3 and 4 (having two electrophilic sites) and veratrol (7a) (having two nucleophilic sites). A plausible mechanism was studied and proposed.
三氟化硼乙醚介导的4-链烯醇3和4与藜芦醚的一锅法形式（4 + 2）和（5 + 2）立体控制环加成反应，以良好的产率分别得到相应的取代四氢萘5和苯并环庚烷6。该串联反应方案结合了4-链烯醇3和4（具有两个亲电位点）与藜芦醚（7a）（具有两个亲核位点）的简便双傅克苯环化反应。研究并提出了一种合理的反应机理。
