Nickel‐Catalyzed Enantioselective α‐Allylation of Cyclic Ketones with Allylic Alcohols

Transition‐metal‐catalyzed asymmetric α‐allylation of ketones is a particularly useful tool for constructing stereocenters via C−C bond formation. However, this type of reaction often necessitated the use of activated ketones or pre‐prepared enol intermediates as substrates. In this study, we develo...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2024-09, Vol.366 (18), p.3829-3832
Main Authors: Jiang, Neng‐Quan, Li, Ming‐Ming, Xiao, Li‐Jun, Zhou, Qi‐Lin
Format: Article
Language:English
Subjects:
Activated carbon
Alcohols
Allyl compounds
Allylic alcohol
Allylic alkylation
Chemical reactions
Chemical synthesis
Enantiomers
Enantioselectivity
Ketone
Ketones
Nickel
Nickel catalysis
Substrates
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Summary:Transition‐metal‐catalyzed asymmetric α‐allylation of ketones is a particularly useful tool for constructing stereocenters via C−C bond formation. However, this type of reaction often necessitated the use of activated ketones or pre‐prepared enol intermediates as substrates. In this study, we developed a nickel‐catalyzed α‐allylation of unactivated cycloketones with allylic alcohols to synthesize chiral cycloketones with an α‐quaternary carbon center. The reaction affords the products with 42–97% yields, 72–86% ee, and no additive is needed, and the only by‐product is water.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202400538