Chen Hui, Wang Jiang, Zhou Shengbin, Liu Hong
CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People's Republic of China.
J Org Chem. 2014 Sep 5;79(17):7872-9. doi: 10.1021/jo501571j. Epub 2014 Aug 21.
An investigation into the reactivity profile of alkyl halides has led to the development of a new method for the asymmetric synthesis of chiral heterocyclic amino acids. This protocol involves the asymmetric alkylation of the Ni(II) complex of glycine to form an intermediate, which then decomposes to form a series of valuable chiral amino acids in high yields and with excellent diastereoselectivity. The chiral amino acids underwent a smooth intramolecular cyclization process to afford the valuable chiral heterocyclic amino acids in high yields and enantioselectivities. This result paves the way for the development of a new synthetic method for chiral heterocyclic amino acids.
对卤代烷反应活性概况的研究已促成了一种用于手性杂环氨基酸不对称合成的新方法的开发。该方案涉及甘氨酸镍(II)配合物的不对称烷基化以形成中间体,然后该中间体分解以高产率和优异的非对映选择性形成一系列有价值的手性氨基酸。手性氨基酸经历了顺利的分子内环化过程,以高产率和对映选择性得到有价值的手性杂环氨基酸。这一结果为开发一种新的手性杂环氨基酸合成方法铺平了道路。