Palladium-Catalyzed Enantioselective β-C(sp3)-H Activation Reactions of Aliphatic Acids: A Retrosynthetic Surrogate for Enolate Alkylation and Conjugate Addition.
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DOI: 10.1021/acs.accounts.1c00672
Abstract: ConspectusEnolate alkylation and conjugate addition into an α,β-unsaturated system have served as long-standing strategic disconnections for the installation of α- or β-substituents on carbonyl-containing compounds. At the onset of our efforts to develop C-H activation… read more here.
Keywords: activation; aliphatic acids; alkylation conjugate; conjugate addition ... See more keywords
MPAI-Ligand Accelerated Pd-Catalyzed C(sp3)-H Arylation of Free Aliphatic Acids.
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DOI: 10.1021/acs.orglett.2c02933
Abstract: Here, we report the development of a class of bifunctional monoprotected amino-imidazoline (MPAI) ligands and their applications in Pd-catalyzed C(sp3)-H arylation of free aliphatic acids. The newly developed MPAI ligand allows the use of 1.0… read more here.
Keywords: free aliphatic; mpai ligand; catalyzed sp3; aliphatic acids ... See more keywords
One-Step Synthesis of β-Alkylidene-γ-lactones via Ligand-Enabled β,γ-Dehydrogenation of Aliphatic Acids.
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DOI: 10.1021/jacs.2c04779
Abstract: Ligand-enabled Pd-catalyzed regioselective α,β-dehydrogenation of carbonyl compounds via β-methylene C-H activation has recently emerged as a promising transformation. Herein, we report the realization of β,γ-dehydrogenation and subsequent vinyl C-H olefination reactions of free carboxylic acids,… read more here.
Keywords: ligand enabled; one step; alkylidene lactones; aliphatic acids ... See more keywords
Pd-catalysed ligand-enabled carboxylate-directed highly regioselective arylation of aliphatic acids
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DOI: 10.1038/ncomms14904
Abstract: α-amino acids bearing aromatic side chains are important synthetic units in the synthesis of peptides and natural products. Although various β-C-H arylation methodologies for amino acid derivatives involving the assistance of directing groups have been… read more here.
Keywords: arylation aliphatic; aliphatic acids; arylation; ligand enabled ... See more keywords