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一种螺环吡咯烷有机催化剂的设计及其在催化不对称迈克尔加成反应中用于构建全碳季碳中心的应用。

The design of a spiro-pyrrolidine organocatalyst and its application to catalytic asymmetric Michael addition for the construction of all-carbon quaternary centers.

作者信息

Tian Jin-Miao, Yuan Yong-Hai, Tu Yong-Qiang, Zhang Fu-Min, Zhang Xiao-Bo, Zhang Shi-Heng, Wang Shao-Hua, Zhang Xiao-Ming

机构信息

State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, P. R. China.

出版信息

Chem Commun (Camb). 2015 Jun 21;51(49):9979-82. doi: 10.1039/c5cc02765a.

Abstract

A novel chiral spiro-pyrrolidine silyl ether organocatalyst has been designed. Its catalytic asymmetric effect is demonstrated by the Michael addition reaction, which affords the desired products with an all-carbon quaternary center in up to 99% ee and 87% yield. Furthermore, the reaction process has been investigated via in situ NMR experiments.

摘要

设计了一种新型手性螺环吡咯烷甲硅烷基醚有机催化剂。通过迈克尔加成反应证明了其催化不对称效果,该反应以高达99%的对映体过量(ee)和87%的产率得到具有全碳季碳中心的所需产物。此外,通过原位核磁共振实验对反应过程进行了研究。

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