通过有机催化的对映选择性迈克尔加成反应，将硝基烷烃加成到吲哚亚烯基氰乙酸酯上，合成高度官能化的手性 3,3'-二取代氧吲哚。
Synthesis of highly functionalized chiral 3,3'-disubstituted oxindoles via an organocatalytic enantioselective Michael addition of nitroalkanes to indolylidenecyanoacetates.
机构信息
Department of Pharmaceutical Science, School of Pharmacy, East China University of Science & Technology, Shanghai 200237, People's Republic of China.
出版信息
Org Lett. 2012 Jan 6;14(1):134-7. doi: 10.1021/ol202931e. Epub 2011 Dec 12.
PMID:22149210
Abstract
An efficient bifunctional cinchona alkaloid derived thiourea-promoted enantioselective conjugate addition of nitroalkanes to indolylidenecyanoacetates has been developed under neat conditions. The process leads to synthetically interesting densely functionalized 3,3'-disubstituted oxindoles with creation of up to three stereogenic centers.
摘要
一种高效的双功能金鸡纳生物碱衍生的硫脲促进的硝基烷烃对吲哚亚甲基氰乙酸酯的对映选择性共轭加成已在无溶剂条件下得到发展。该过程得到了具有合成意义的高度官能化的 3,3'-二取代氧化吲哚，同时创建了多达三个立体中心。
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