有机化学 ›› 2019, Vol. 39 ›› Issue (9): 2345-2364.DOI: 10.6023/cjoc201903006 上一篇    下一篇

所属专题: 碳氢活化合辑2018-2019

综述与进展

甘氨酸衍生物α-C(sp3)-H键官能团化反应的研究进展

祝志强, 肖利金, 谢宗波, 乐长高   

  1. 东华理工大学化学生物与材料科学学院 核资源与环境国家重点实验室 南昌 330013
  • 收稿日期:2019-03-03 修回日期:2019-04-15 发布日期:2019-04-26
  • 通讯作者: 祝志强, 谢宗波, 乐长高 E-mail:zhuzq@ecit.cn;zbxie@ecit.cn;zhgle@ecit.cn
  • 基金资助:

    国家自然科学基金(Nos.21602027,11765002)、江西省教育厅科学技术(No.GJJ170458)和中国博士后基金(No.2018M632595)资助项目.

Recent Advances in the α-C(sp3)-H Bond Functionalization of Glycine Derivatives

Zhu Zhiqiang, Xiao Lijin, Xie Zongbo, Le Zhanggao   

  1. State Key Laboratory of Nuclear Resources and Environment, School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013
  • Received:2019-03-03 Revised:2019-04-15 Published:2019-04-26
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21602027, 11765002), the Foundation of Jiangxi Educational Committee (No. GJJ170458) and the China Postdoctoral Science Foundation (No. 2018M632595).

α-氨基酸是构成蛋白质的基本结构单元,不仅广泛存在于许多具有重要生物活性的有机分子和天然产物中,而且还可作为有机催化剂或配体用于不对称合成.其中,甘氨酸类化合物在有机合成中是一类非常有用的模块,通过甘氨酸衍生物的α-C(sp3)-H键官能团化高效构建种类丰富的α-取代的α-氨基酸是一种极吸引人的合成策略.介绍了近年来甘氨酸衍生物α-C(sp3)-H活化后与不同有机试剂偶联构建碳-碳键和碳-杂键以及甘氨酸衍生物参与的氧化串联/环化反应的研究进展.

关键词: 甘氨酸, 碳-氢键, 官能团化, 脱氢交叉偶联, 串联环化

α-Amino acids are the units of proteins, which not only widely occur in many biological important compounds and natural products, but also are useful as organic catalysts or ligands for asymmetric synthesis. Among them, glycines are particularly useful building blocks in organic synthesis. Direct C(sp3)-H bond functionalization of glycine derivatives provided an attractive synthesis strategy for the construction of a variety of α-substituted α-amino acids. The recent progress in the α-C(sp3)-H bond activation of glycine derivatives, with various reagents to form carbon-carbon and carbon-heteroatom bond, and oxidative coupling/cyclization reaction involving glycine derivatives is reviewed.

Key words: glycines, C-H bond, functionalization, cross-dehydrogenative-coupling, cascade cyclization