Chen Pengquan, Zhu Chuanle, Zhu Rui, Lin Zhiming, Wu Wanqing, Jiang Huanfeng
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China.
Org Biomol Chem. 2017 Feb 1;15(5):1228-1235. doi: 10.1039/c6ob02137a.
A palladium-catalyzed cyclopropanation of internal alkenes with N-tosylhydrazones is presented. This gram-scale cyclopropanation reaction of maleimides provides a wide spectrum of 3-azabicyclo[3.1.0]hexane derivatives in high yields and diastereoselectivities. The major diastereoisomers could be easily isolated by chromatography on silica gel. This protocol provides a practical route to the mu opioid receptor antagonist CP-866,087.
本文介绍了一种钯催化的内烯烃与N-甲苯磺酰腙的环丙烷化反应。这种马来酰亚胺的克级环丙烷化反应能以高收率和非对映选择性提供多种3-氮杂双环[3.1.0]己烷衍生物。主要的非对映异构体可通过硅胶柱色谱轻松分离。该方法为μ阿片受体拮抗剂CP-866,087提供了一条实用的合成路线。
