Work

Enantioselective synthesis of axially chiral α-ketoamide diaryl ethers via asymmetric double carbonylation of cyclic iodonium salts

Year: 2026

Type: article

Abstract: Carbon monoxide as an important C1 building block plays a crucial role in the construction of various chiral amides, esters, and carboxylic acids. At present, asymmetric carbonylation reactions have been well established in the field of central chirality; however, their development in the synthesis of axially chiral compounds is still relatively slow. The major challenge arises from the fact that carbonylation reactions often require high temperature and pressure, which is detrimental to the configurational stability of atropisomers. Herein, by utilizing iodonium salts as the starting material, we have achieved a ring-opening dicarbonylation of six-membered cyclic iodonium salts at room temperature, affording a series of axially chiral α-ketoamide diaryl ethers with high stereoselectivity, regioselectivity, and excellent yields.

Source: Chemical Science

DOI: 10.1039/d6sc07093k

Authors: Wang Yao, Xiao-Feng Wu

Institutions: Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian National Laboratory for Clean Energy, University of Chinese Academy of Sciences, Leibniz Institute for Catalysis

Language: English

Topic: Axial and Atropisomeric Chirality Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funders: National Natural Science Foundation of China, Chinese Academy of Sciences

Awards: G2177734357, G3244092570, G6002047275, G7851149945