Nickel-Catalyzed Enantioselective Hydrothiocarbonylation of Cyclopropenes


METADATA ONLY
Loading...

Date

2023-12-08

Publication Type

Journal Article

ETH Bibliography

yes

Citations

Altmetric
METADATA ONLY

Data

Rights / License

Abstract

Hydrothiocarbonylation of olefins using carbon monoxide and thiols is a powerful method to synthesize thioesters from simple building blocks. Owing to the intrinsic challenges of catalyst poisoning, transition-metal-catalyzed asymmetric thiocarbonylation, particularly when utilizing earth abundant metals, remains rare in the literature. Herein, we report a nickel-catalyzed enantioselective hydrothiocarbonylation of cyclopropenes for the synthesis of a diverse collection of functionalized thioesters in good to excellent yields with high stereoselectivity. This new method employs an inexpensive, air-stable nickel(II) precursor, which provides enhanced catalyst fidelity against CO poisoning compared to nickel(0) catalysts.

Publication status

published

Editor

Book title

Volume

25 (48)

Pages / Article No.

8683 - 8687

Publisher

American Chemical Society

Event

Edition / version

Methods

Software

Geographic location

Date collected

Date created

Subject

Catalysts; Chemical reactions; Hydrocarbons; Stereoselectivity; Thiols

Organisational unit

09634 - Morandi, Bill / Morandi, Bill check_circle

Notes

Funding

Related publications and datasets