Wang Yuanhua, Zhu Yanxin, Chen Zhiyong, Mi Aiqiao, Hu Wenhao, Doyle Michael P
Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
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。
