一种由乙酸铑（II）催化的新型三组分反应：苯重氮乙酸酯与芳胺和亚胺的分解反应用于高非对映选择性合成1,2 - 二胺。
A novel three-component reaction catalyzed by dirhodium(II) acetate: decomposition of phenyldiazoacetate with arylamine and imine for highly diastereoselective synthesis of 1,2-diamines.
作者信息
Wang Yuanhua, Zhu Yanxin, Chen Zhiyong, Mi Aiqiao, Hu Wenhao, Doyle Michael P
机构信息
Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
出版信息
Org Lett. 2003 Oct 16;5(21):3923-6. doi: 10.1021/ol035490p.
[reaction: see text] A practical highly diastereoselective synthesis of 1,2-diamines through carbon-carbon bond formation involving an ammonium ylide intermediate is reported for the first time. By treating methyl phenyldiazoacetate with arylamine and imine in the presence of dirhodium acetate, the erythro diastereomer of methyl 1,2-diaryl-1,2-diaminopropanoate is formed with stereochemical preferences greater than 10:1.
[反应：见正文] 首次报道了一种通过涉及铵叶立德中间体的碳-碳键形成来实用地高度非对映选择性合成1,2-二胺的方法。在乙酸二铑存在下，用芳基胺和亚胺处理苯基重氮乙酸甲酯，形成1,2-二芳基-1,2-二氨基丙酸甲酯的赤式非对映异构体，其立体化学选择性大于10:1。
Zotero 插件