手性 vinylogous Michael-Michael 级联反应的 3-亚烷基氧化吲哚和硝基烯烃烯酸酯。
Enantioselective Vinylogous Michael-Michael Cascade Reactions of 3-Alkylidene Oxindoles and Nitroolefin Enoates.
机构信息
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University , Tianjin 300071 China.
出版信息
J Org Chem. 2017 Jul 21;82(14):7317-7323. doi: 10.1021/acs.joc.7b00938. Epub 2017 Jul 3.
A novel bifunctional squaramide catalyzed vinylogous Michael-Michael cascade reaction of 3-alkylidene oxindoles with nitroolefin enoates was developed. This convenient, one-pot cascade reaction serves as a powerful tool for the enantioselective construction of potential bioactive chiral chromans, which have three continuous tertiary stereocenters, in moderate to good yields (up to 85%) with excellent stereoselectivities (up to >19:1 dr and >99% ee).
一种新型双功能酰亚胺催化的 3-亚烷基氧化吲哚与硝基烯烃烯酸酯的反式迈克尔-迈克尔级联反应被开发出来。这种方便的一锅法级联反应为具有三个连续三级立体中心的潜在生物活性手性色满的对映选择性构建提供了有力工具，产率中等至良好（高达 85%），立体选择性优异（高达 >19:1 dr 和 >99%ee）。
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