高等学校化学学报 ›› 2020, Vol. 41 ›› Issue (10): 2153-2173.doi: 10.7503/cjcu20200370

• 综合评述 • 上一篇    下一篇

手性螺环配体及催化剂在不对称催化反应中的应用研究进展

许聪, 胡文浩()   

  1. 广东省手性分子与药物发现重点实验室, 广东省手性药物工程实验室, 中山大学药学院, 广州 510006
  • 收稿日期:2020-06-18 出版日期:2020-10-10 发布日期:2020-10-08
  • 通讯作者: 胡文浩 E-mail:huwh9@mail.sysu.edu.cn

Recent Advances of ChiraI Spiro Ligands and Their Catalysts in Asymmetric Catalysis

XU Cong, HU Wenhao()   

  1. Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery,Guangdong Provincial Chiral Drug Engineering Laboratory,School of Pharmaceutical Sciences,Sun Yat?sen University,Guangzhou 510006,China
  • Received:2020-06-18 Online:2020-10-10 Published:2020-10-08
  • Contact: HU Wenhao E-mail:huwh9@mail.sysu.edu.cn

摘要:

金属参与的不对称催化反应是制备光学活性化合物的重要途径之一, 其中新型手性配体的设计合成一直是不对称催化领域中十分关键且富有挑战性的课题. 从20世纪90年代末开始, 化学家们尝试在手性配体中引入螺环结构, 创造性地发展了螺[4.4]壬烷骨架、 螺双二氢茚骨架、 螺[4.4]壬二烯骨架和螺二色满骨架等手性螺环单齿配体, 多齿配体及其催化剂, 并成功应用于不对称催化氢化、 不对称碳碳键形成或碳杂键形成等不对称转化反应中, 合成了众多富有价值的手性产品, 有力地推动了不对称催化反应的工业应用化进程. 本文综合评述了手性螺环配体的早期发现、 发展历程以及近期的研究成果, 介绍了螺环配体在药物及天然产物中的应用研究进展, 并对手性螺环结构的小分子催化剂的研究进展进行叙述和说明.

关键词: 手性配体, 螺环结构, 不对称催化, 手性螺环配体

Abstract:

Metal-catalyzed asymmetric reaction are one of the important approaches to provide optically active compounds. The design and synthesis of novel chiral ligands has been a key and challenging topic in the field of asymmetric catalysis. Since the late 1990s, spiro skeleton was introduced to chiral ligands by chemists, then series of spiro monodentate or multidentate ligand contaning spiro[4.4]nonane, spirobiindane, spiro[4.4]nonadiene and spiroketal skeletons were developed and successfully applied in asymmetric catalytic hydrogenation, asymmetric carbon-carbon bonds forming reaction or carbon-heteroatom bond forming reaction, creating many valuable enantiomerically pure products. The development of spiro ligand and their catalyst strongly promote the industry applications for asymmetric catalytic reaction.

Key words: Chiral ligand, Spiro skeleton, Asymmetric catalytic reaction, Chiral spiro ligand

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