4.7 Article

Recent advances in gold-complex and chiral organocatalyst cooperative catalysis for asymmetric alkyne functionalization

Journal

CHINESE CHEMICAL LETTERS
Volume 33, Issue 12, Pages 4969-4979

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2022.04.050

Keywords

Gold catalysis; Chiral organocatalyst catalysis; Relay catalysis; Synergistic catalysis; Asymmetric alkyne functionalization

Funding

  1. National Natural Science Foundation of China [21971262, 81702255]
  2. National Postdoctoral Program for Innovative Talents [BX20190399]
  3. Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery [2019B030301005]
  4. Program for Guangdong Introducing Innovative and Entrepreneurial Teams [2016ZT06Y337]

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This article reviews two general protocols in homogeneous gold catalysis, including relay catalysis and synergistic catalysis, with a focus on the role of cooperative catalyst models and the potential synthetic opportunities offered by asymmetric cooperative catalysis.
Homogeneous gold catalysis has demonstrated the preponderant capability of realizing a broad range of synthetically versatile alkyne functionalization over the last two decades. Though catalytic asymmetric alkyne transformation has focused on the principle of using gold catalysts either associated with chiral phosphine ligand or combined with chiral counterion, a variety of breakthroughs have been reported with the application of gold-complex and chiral organocatalyst cooperative catalysis strategy, which could enable the challenging transformations that cannot be realized by mono-catalysis with excellent stereoselectivity. This review will cover two general protocols in this field, including relay catalysis and synergistic catalysis, with emphasis on the detailed cooperative catalysts models to illustrate the roles of the two catalysts and highlight the potential synthetic opportunities offered by asymmetric cooperative catalysis. (c) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

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