二肽衍生的多功能季鏻盐通过串联迈克尔加成/SN2序列催化的不对称环化反应
Dipeptide-Derived Multifunctional Quaternary Phosphonium Salt Catalyzed Asymmetric Cyclizations via a Tandem Michael Addition/SN 2 Sequence.
作者信息
Cao Dongdong, Zhang Jiaxing, Wang Hongyu, Zhao Gang
机构信息
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (P. R. China).
Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P. R. China).
出版信息
Chemistry. 2015 Jul 6;21(28):9998-10002. doi: 10.1002/chem.201501806. Epub 2015 Jun 10.
A novel family of dipeptide-based multifunctional quaternary phosphonium salts has been developed as chiral phase-transfer catalysts, which feature ready accessibility and structure modularity, allowing easy fine-tunings of activity. They demonstrated high efficiency in catalyzing the tandem asymmetric Michael addition/intramolecular SN 2 reaction between 6 or 7-substituted conjugate enones and malonates, providing synthetically important five or six-membered carbocycles and heterocycles in good yields and with good to excellent enantioselectivities.
一种基于二肽的新型多功能季鏻盐家族已被开发为手性相转移催化剂，其特点是易于获得且结构具有模块化，便于对活性进行轻松微调。它们在催化6或7-取代共轭烯酮与丙二酸酯之间的串联不对称迈克尔加成/分子内SN2反应中表现出高效性，以良好的产率和良好至优异的对映选择性提供了具有合成重要性的五元或六元碳环和杂环。
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