Vol.:(0123456789)
Topics in Current Chemistry (2020) 378:9
https://doi.org/10.1007/s41061-019-0263-2
1 3
REVIEW
Recent Progress in Asymmetric Relay Catalysis of Metal
Complex with Chiral Phosphoric Acid
Pu‑Sheng Wang
1
· Dian‑Feng Chen
1
· Liu‑Zhu Gong
1
Received: 2 May 2019 / Accepted: 28 October 2019 / Published online: 27 December 2019
© Springer Nature Switzerland AG 2019
Abstract
Asymmetric metal/organo relay catalysis, utilizing a metal complex and a chiral
organocatalyst in a one-pot cascade reaction, is aimed to sequentially impart activation on multiple steps by distinct catalysts. Such a catalysis merges the advantages
of both metal catalysis and organocatalysis, providing step-economy, and, more
importantly, the potential to achieve inaccessible reactivity by a single catalyst. Chiral phosphoric acids are among the most robust organocatalysts, rendering a broad
range of enantioselective bond-forming reactions. The combination of metal complexes and chiral phosphoric acids in a single vessel has been well documented. In
particular, the asymmetric relay catalysis of metal complex with chiral phosphoric
acid has grown rapidly since 2008. Several excellent reviews have been published
to cover almost all examples in this area from 2008 to early 2014; therefore, in this
chapter, we will mainly highlight progress from 2014 to mid-2019.
Keywords Asymmetric catalysis · Metal catalysts · Chiral phosphoric acids · Relay
catalysis
1 Introduction
Asymmetric catalysis is undoubtedly the most powerful tool in many areas of chemical science, including pharmaceutical and material fabrication [1, 2]. In traditional
asymmetric catalysis, activation of one or both substrates with a single catalyst to
drive an enantioselective bond-forming reaction has been extremely fruitful [3–6].
In recent decades, considerable effort has been dedicated to the development of
* Liu-Zhu Gong
gonglz@ustc.edu.cn
1
Hefei National Laboratory for Physical Sciences at the Microscale and Department
of Chemistry, University of Science and Technology of China, Hefei 230026, China
Reprinted from the journal
185
Chapter 8 was originally published as Wang, P-S., Chen, D-F. & Gong, L-Z. Topics in Current Chemistry
(2020) 378: 9. https://doi.org/10.1007/s41061-019-0263-2.
Topics in Current Chemistry (2020) 378:9
https://doi.org/10.1007/s41061-019-0263-2
1 3
REVIEW
Recent Progress in Asymmetric Relay Catalysis of Metal
Complex with Chiral Phosphoric Acid
Pu‑Sheng Wang
1
· Dian‑Feng Chen
1
· Liu‑Zhu Gong
1
Received: 2 May 2019 / Accepted: 28 October 2019 / Published online: 27 December 2019
© Springer Nature Switzerland AG 2019
Abstract
Asymmetric metal/organo relay catalysis, utilizing a metal complex and a chiral
organocatalyst in a one-pot cascade reaction, is aimed to sequentially impart activation on multiple steps by distinct catalysts. Such a catalysis merges the advantages
of both metal catalysis and organocatalysis, providing step-economy, and, more
importantly, the potential to achieve inaccessible reactivity by a single catalyst. Chiral phosphoric acids are among the most robust organocatalysts, rendering a broad
range of enantioselective bond-forming reactions. The combination of metal complexes and chiral phosphoric acids in a single vessel has been well documented. In
particular, the asymmetric relay catalysis of metal complex with chiral phosphoric
acid has grown rapidly since 2008. Several excellent reviews have been published
to cover almost all examples in this area from 2008 to early 2014; therefore, in this
chapter, we will mainly highlight progress from 2014 to mid-2019.
Keywords Asymmetric catalysis · Metal catalysts · Chiral phosphoric acids · Relay
catalysis
1 Introduction
Asymmetric catalysis is undoubtedly the most powerful tool in many areas of chemical science, including pharmaceutical and material fabrication [1, 2]. In traditional
asymmetric catalysis, activation of one or both substrates with a single catalyst to
drive an enantioselective bond-forming reaction has been extremely fruitful [3–6].
In recent decades, considerable effort has been dedicated to the development of
* Liu-Zhu Gong
gonglz@ustc.edu.cn
1
Hefei National Laboratory for Physical Sciences at the Microscale and Department
of Chemistry, University of Science and Technology of China, Hefei 230026, China
Reprinted from the journal
185
Chapter 8 was originally published as Wang, P-S., Chen, D-F. & Gong, L-Z. Topics in Current Chemistry
(2020) 378: 9. https://doi.org/10.1007/s41061-019-0263-2.