School of Environmental Science and Engineering, and ‡Research Center for Material Science and Engineering, Kochi University of Technology , Tosayamada, Kami, Kochi 782-8502, Japan.
Org Lett. 2017 Oct 6;19(19):5442-5445. doi: 10.1021/acs.orglett.7b02724. Epub 2017 Sep 21.
A mild and highly diastereoselective one-pot synthesis of trans-N-alkyl-C-nitroaziridines was achieved by treatment of nitroalkenes with aliphatic amines and N-chlorosuccinimide. Treatment of the obtained aziridines with a Lewis acid resulted in a facile ring opening reaction, accompanied by rearrangement and isomerization into functionalized (Z)-β-nitroenamines.
通过硝基烯烃与脂肪胺和 N-氯代丁二酰亚胺的一锅法温和高非对映选择性反应，可制备反式 N-烷基-C-硝基氮丙啶。用路易斯酸处理得到的氮丙啶可发生开环反应，同时发生重排和异构化，生成功能化的（Z）-β-硝基烯胺。
