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Chromium-Catalyzed Cross-Coupling of Methyl Ketones with Cyclic Ketones toward the Selective Synthesis of β-Branched β,γ-Unsaturated Ketones

Priyanka Adhikari, Nitumoni Hazarika, Kalishankar Bhattacharyya, Animesh Das*

*Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, Assam, India, Email: adasiitg.ac.in

P. Adhikari, N. Hazarika, K. Bhattacharyya, A. Das, Org. Lett., 2024, 26, 286-291.

DOI: 10.1021/acs.orglett.3c03960



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Abstract

An aldol condensation of methyl ketones with cyclic ketones provides β-branched β,γ-unsaturated ketones in the presence of a chromium catalyst responsible for an isomerization. This highly chemoselective and regioselective reaction forms single-crossed condensation products even in reactions in which a mixture of products is possible.

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proposed mechanism for the isomerization



Key Words

cyclohexenes, aldol condensation


ID: J54-Y2024