多米诺逆向狄尔斯-阿尔德/狄尔斯-阿尔德反应：一种合成高度官能化双环[2.2.2]辛烯酮和双环[2.2.2]辛二烯酮的有效方法。
Domino retro Diels-Alder/Diels-Alder reaction: an efficient protocol for the synthesis of highly functionalized bicyclo[2.2.2]octenones and bicyclo[2.2.2]octadienones.
作者信息
Chittimalla Santhosh Kumar, Shiao Hui-Yi, Liao Chun-Chen
机构信息
Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan.
出版信息
Org Biomol Chem. 2006 Jun 7;4(11):2267-77. doi: 10.1039/b602928k. Epub 2006 May 4.
A novel and convenient approach, the domino retro Diels-Alder/Diels-Alder reaction sequence for highly stereo- and regioselective synthesis of various bicyclo[2.2.2]octenone and bicyclo[2.2.2]octadienone derivatives is presented. Thus, the masked o-benzoquinones (MOBs) 2a-e generated by the pyrolysis of the respective dimers 3a-e participated in this novel synthetic strategy with a variety of olefinic and acetylenic dienophiles at 220 degrees C to provide the title compounds in good to excellent yields.
本文提出了一种新颖且便捷的方法，即通过多米诺逆向狄尔斯-阿尔德/狄尔斯-阿尔德反应序列，用于高度立体选择性和区域选择性地合成各种双环[2.2.2]辛烯酮和双环[2.2.2]辛二烯酮衍生物。因此，由相应二聚体3a-e热解生成的掩蔽邻苯醌（MOBs）2a-e在220℃下与多种烯烃和炔烃亲双烯体参与了这一新颖的合成策略，以良好至优异的产率提供了标题化合物。
Zotero 插件