氯化氢参与的双功能不对称催化：由磷酰硫脲催化的氮杂环丙烷的对映选择性开环反应
Bifunctional Asymmetric Catalysis with Hydrogen Chloride: Enantioselective Ring-Opening of Aziridines Catalyzed by a Phosphinothiourea.
作者信息
Mita Tsuyoshi, Jacobsen Eric N
机构信息
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
出版信息
Synlett. 2009 Jun 1;2009(10):1680-1684. doi: 10.1055/s-0029-1217344.
Abstract
Ring-opening of aziridines with hydrogen chloride to form β-chloroamine derivatives is catalyzed by a chiral phosphinothiourea derivative in high yields and with high enantioselectivities. On the basis of (31)P NMR studies, activation of HCl appears to proceed via quantitative protonation of the catalyst to afford a phosphonium chloride complex.
摘要
在手性磷酰硫脲衍生物的催化下，氮丙啶与氯化氢开环反应生成β-氯胺衍生物，产率高且对映选择性高。基于³¹P NMR研究，HCl的活化似乎是通过催化剂的定量质子化来实现的，从而得到一种氯化鏻配合物。
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