Szymańska Julia, Rachwalski Michał, Pieczonka Adam M
Department of Organic and Applied Chemistry, Faculty of Chemistry, University of Lodz, Tamka 12, PL-91-403 Lodz, Poland.
Doctoral School of Exact and Natural Sciences, University of Lodz, Matejki 21/23, PL-90-237 Lodz, Poland.
Molecules. 2024 Jul 11;29(14):3283. doi: 10.3390/molecules29143283.
The asymmetric [3+2] cycloaddition of azomethine ylides generated from the corresponding imino ester-to--β-nitrostyrene catalysis by chiral aziridine-containing phosphines and phosphine oxides is described. Of the sixteen stereoisomers that could be formed as a result of the title reaction, three were formed, two of which were obtained in an enantiomerically enriched or pure form, and one in a racemic form. One of the products underwent epimerization under basic reaction conditions.
描述了由相应的亚氨基酯生成的甲亚胺叶立德与β-硝基苯乙烯在手性含氮丙啶的膦和氧化膦催化下的不对称[3+2]环加成反应。由于该标题反应可能形成16种立体异构体,其中三种形成了,其中两种以对映体富集或纯的形式获得,一种以外消旋形式获得。其中一种产物在碱性反应条件下发生差向异构化。