Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education , Hangzhou Normal University , Hangzhou 311121 , P. R. China.
Suzhou Research Institute and State Key Laboratory for Oxo Synthesis and Selective Oxidation , Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences , Suzhou , Jiangsu 215123 , P. R. China.
Org Lett. 2018 May 4;20(9):2551-2554. doi: 10.1021/acs.orglett.8b00702. Epub 2018 Apr 17.
A highly diastereo- and enantioselective silver-catalyzed azomethine ylide-imine (AYI) cycloaddition reaction of glycine aldimino esters with imines was developed in which the Xing-Phos-controlled syn-selective or DTBM-Segphos-induced anti-selective AYI cycloaddition reaction could be applied to the synthesis of a variety of stereodivergent 1-alkyl-2,5-substituted imidazolidines with high yields and excellent enantioselectivities (up to 99% ee) as well as good diastereoselectivities (up to 99:1 dr) under mild reaction conditions.
发展了一种高非对映选择性和对映选择性的银催化亚胺叶立德-亚胺(AYI)环加成反应,用于甘氨酰亚胺酯与亚胺的反应,其中 Xing-Phos 控制的 syn-选择性或 DTBM-Segphos 诱导的 anti-选择性 AYI 环加成反应可应用于各种立体发散的 1-烷基-2,5-取代的咪唑烷的合成,在温和的反应条件下以高产率和优异的对映选择性(高达 99%ee)以及良好的非对映选择性(高达 99:1 dr)得到产物。