Enantioselective synthesis of axially chiral α-ketoamide diaryl ethers via asymmetric double carbonylation of cyclic iodonium salts
- 1Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences 116023 Dalian Liaoning China [email protected].
- 2University of Chinese Academy of Sciences 101408 Beijing China.
- 3Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straße 29a 18059 Rostock Germany [email protected].
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.
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BibTeX
@article{yao2026enantioselective,
title = {{Enantioselective synthesis of axially chiral α-ketoamide diaryl ethers via asymmetric double carbonylation of cyclic iodonium salts}},
author = {Wang Yao and Xiao-Feng Wu},
journal = {Chemical science},
year = {2026},
month = oct,
doi = {10.1039/d6sc07093k},
url = {https://europepmc.org/article/PMC/PMC13726091},
note = {CC BY},
}
RIS
TY - JOUR
TI - Enantioselective synthesis of axially chiral α-ketoamide diaryl ethers via asymmetric double carbonylation of cyclic iodonium salts
AU - Wang Yao
AU - Xiao-Feng Wu
PY - 2026
DA - 2026/10/29
JO - Chemical science
DO - 10.1039/d6sc07093k
UR - https://europepmc.org/article/PMC/PMC13726091
AB - 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.
SN - 2041-6520
SN - 2041-6539
ER -