Nickel-Catalyzed Enantioselective Hydrothiocarbonylation of Cyclopropenes
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Date
2023-12-08
Publication Type
Journal Article
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yes
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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.
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published
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Journal / series
Volume
25 (48)
Pages / Article No.
8683 - 8687
Publisher
American Chemical Society
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Subject
Catalysts; Chemical reactions; Hydrocarbons; Stereoselectivity; Thiols
Organisational unit
09634 - Morandi, Bill / Morandi, Bill