Izumi Sanae, Kobayashi Yusuke, Takemoto Yoshiji
Graduate School of Pharmaceutical Sciences, Kyoto University , Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
Org Lett. 2016 Feb 19;18(4):696-9. doi: 10.1021/acs.orglett.5b03666. Epub 2016 Feb 9.
A novel approach to chiral anti-α,β-diamino acid derivatives through tandem orthogonal organocatalysis has been developed. Chiral phosphoric acid catalysts control the chemo-, regio-, and stereoselective addition of hydroxylamines to alkylideneoxazolones, while a phosphine catalyst promotes the isomerization of Z- alkylideneoxazolones to the more reactive E- alkylideneoxazolones.
通过串联正交有机催化合成手性反式-α,β-二氨基酸衍生物的新方法已经开发出来。手性磷酸催化剂控制羟胺对亚烷基恶唑酮的化学、区域和立体选择性加成,而膦催化剂促进Z-亚烷基恶唑酮异构化为更具反应性的E-亚烷基恶唑酮。