Synthesis 2022; 54(21): 4784-4794
DOI: 10.1055/a-1802-6793
special topic
Asymmetric C–H Functionalization

Synthesis of P- and S-Stereogenic Compounds via Enantioselective C–H Functionalization

Pu-Fan Qian
a   Center of Chemistry for Frontier Technologies, Department of Chemistry, Zhejiang University, Hangzhou, 310027, P. R. of China
,
Jun-Yi Li
a   Center of Chemistry for Frontier Technologies, Department of Chemistry, Zhejiang University, Hangzhou, 310027, P. R. of China
,
Tao Zhou
a   Center of Chemistry for Frontier Technologies, Department of Chemistry, Zhejiang University, Hangzhou, 310027, P. R. of China
,
Bing-Feng Shi
a   Center of Chemistry for Frontier Technologies, Department of Chemistry, Zhejiang University, Hangzhou, 310027, P. R. of China
b   Green Catalysis Center, College of Chemistry, Zhengzhou University, Zhengzhou, Henan, 450001, P. R. of China
c   School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, P. R. of China
› Author Affiliations
Financial support from the National Natural Science Foundation of China (NSFC) (21925109 and 21801223), the Open Research Fund of the School of Chemistry and Chemical Engineering of Henan Normal University and the Center of Chemistry for Frontier Technologies of Zhejiang University is gratefully acknowledged.


Abstract

Transition metal-catalyzed enantioselective C–H functionalization has emerged as an efficient and powerful strategy to access various chiral molecules. Recently, this strategy has also provided a complementary pathway to the construction of P- and S-stereogenic compounds. In this short review, we summarize the development and applications of various catalytic systems: Pd(II)/mono-N-protected amino acids (MPAA), Pd(0)/trivalent phosphorus chiral ligands, chiral cyclopentadienyl-ligated metal catalysts [CpxM(III)] (M = Rh, Ir), half-sandwich d6 Ir(III) and Ru(II) with a chiral carboxylic acid (CCA) ligand, Ir(I)/chiral bidentate boryl ligand, and Ir(I)/chiral cation, for accessing these chiral compounds via enantioselective C–H functionalization.

1 Introduction

2 Pd(II)/Mono-N-protected Amino Acids

3 Pd(0)/Trivalent Phosphorus Chiral Ligands

4 Chiral Cyclopentadienyl-Ligated Metal Catalysts [CpxM(III)] (M = Rh, Ir)

5 Half-sandwich d6 Ir(III) and Ru(II) with a Chiral Carboxylic Acid (CCA) Ligand

6 Ir(I)/Chiral Bidentate Boryl Ligand

7 Ir(I)/Chiral Cation

8 Conclusion and Outlook



Publication History

Received: 22 February 2022

Accepted after revision: 18 March 2022

Accepted Manuscript online:
18 March 2022

Article published online:
12 May 2022

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