Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University , Lanzhou 730000, China.
Org Lett. 2017 Jun 16;19(12):3211-3214. doi: 10.1021/acs.orglett.7b01333. Epub 2017 May 30.
A magnesium-catalyzed asymmetric ring-opening reaction of aziridines with substituted tetrazoles is reported. The current protocol proceeds smoothly and gives the corresponding desymmetrization products in high yields and good enantioselectivities. A new chiral ligand was synthesized from azetidine and (R)-BINOL and was employed in the current in situ generated magnesium catalyst. The Mg(II)-mediated desymmetrization reaction could be performed on gram scale under mild conditions and was transformed to chiral alkyl amines by a deprotection process.
本文报道了一种镁催化的取代四唑与氮丙啶的不对称开环反应。该方法条件温和、反应过程流畅，以高产率和良好的对映选择性得到了相应的去对称化产物。作者通过氮杂环丁烷和（R）-BINOL 合成了一种新型手性配体，并将其应用于当前原位生成的镁催化剂中。在温和条件下，Mg(II)介导的去对称化反应可以在克级规模下进行，并且通过脱保护过程可以转化为手性烷基胺。
