Dipeptide-Derived Multifunctional Quaternary Phosphonium Salt Catalyzed Asymmetric Cyclizations via a Tandem Michael Addition/SN2 Sequence
Dipeptide-Derived Multifunctional Quaternary Phosphonium Salt Catalyzed Asymmetric Cyclizations via a Tandem Michael Addition/SN2 Sequence
复制标题
二肽衍生的多功能季鏻盐通过串联迈克尔加成/SN2 序列催化不对称环化
DOI：
10.1002/chem.201501806
复制
发表时间：
2015-07-06
影响因子：
4.3
通讯作者：
Zhao, Gang
中科院分区：
文献类型：
--
作者：
Cao, Dongdong;Zhang, Jiaxing;Zhao, Gang
一种新型的基于二肽的多功能季鏻盐家族被开发为手性相转移催化剂，其具有易于使用和结构模块化的特点，可以轻松地微调活性。他们表现出高效催化6或7位取代的共轭烯酮和丙二酸酯之间的串联不对称迈克尔加成/分子内S(N)2反应，以良好的收率和良好至优异的对映选择性提供合成上重要的五元或六元碳环和杂环。
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 S(N)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.