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通过镍催化的还原交叉偶联实现手性α-氨基酸的便捷合成。

Expedient synthesis of chiral α-amino acids through nickel-catalyzed reductive cross-coupling.

作者信息

Lu Xi, Yi Jun, Zhang Zhen-Qi, Dai Jian-Jun, Liu Jing-Hui, Xiao Bin, Fu Yao, Liu Lei

机构信息

Department of Chemistry, University of Science and Technology of China, Hefei 230026 (China); State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (China); Department of Chemistry, Tsinghua University, Beijing 100084 (China).

出版信息

Chemistry. 2014 Nov 17;20(47):15339-43. doi: 10.1002/chem.201405296. Epub 2014 Oct 14.

Abstract

A novel method for the synthesis of non-natural L- and D-amino acids by a Ni-catalyzed reductive cross-coupling reaction is described. This strategy enables the racemization-free cross-coupling of serine/homoserine- derived iodides with aryl/acyl/alkyl halides. It provides convenient access to varieties of enantiopure and functionalized amino acids, which are important building blocks in bioactive compounds and pharmaceuticals.

摘要

描述了一种通过镍催化的还原交叉偶联反应合成非天然L-和D-氨基酸的新方法。该策略能够实现丝氨酸/高丝氨酸衍生的碘化物与芳基/酰基/烷基卤化物的无消旋交叉偶联。它为各种对映体纯的功能化氨基酸提供了便利的合成途径,这些氨基酸是生物活性化合物和药物中的重要结构单元。

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