Regioselective Pd-Catalyzed Hydroalkynylation of Allenyl-Containing α-Amino Acid Derivatives with Terminal Alkynes

An efficient access to the novel representatives of α,α-disubstituted α-amino acids with 1,3-enyne unit located at their side chain has been elaborated. The method is based on Pd(II)-catalyzed hydroalkynylation of α-allenyl-α-dimethylamino esters with terminal acetylenes. The developed strategy is the first example of the metal-catalyzed allene-alkyne coupling to provide a convenient route to new unsaturated α-amino acid derivatives in good yields and high selectivity.

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Publication Details

Journal
Molecules
Published
2025-09-04
DOI
https://doi.org/10.3390/molecules30173623
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Regioselective Pd-Catalyzed Hydroalkynylation of Allenyl-Containing α-Amino Acid Derivatives with Terminal Alkynes

Anna N. Philippova, Ivan A. Godovikov, Sergey N. Osipov, Daria V. Vorobyeva et al.
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Catalytic Alkyne Reactions
article

Regioselective Pd-Catalyzed Hydroalkynylation of Allenyl-Containing α-Amino Acid Derivatives with Terminal Alkynes

Anna N. Philippova, Ivan A. Godovikov, Sergey N. Osipov, Daria V. Vorobyeva, Pavel S. Gribanov, Alexandra S. Bubnova, Evgenia P. Antoshkina
article en

Abstract

An efficient access to the novel representatives of α,α-disubstituted α-amino acids with 1,3-enyne unit located at their side chain has been elaborated. The method is based on Pd(II)-catalyzed hydroalkynylation of α-allenyl-α-dimethylamino esters with terminal acetylenes. The developed strategy is the first example of the metal-catalyzed allene-alkyne coupling to provide a convenient route to new unsaturated α-amino acid derivatives in good yields and high selectivity.

MoleculesVol. 30(17)
A. N. Nesmeyanov Institute of Organoelement Compounds (RU)
Russian Science Foundation, Ministry of Science and Higher Education of the Russian Federation
Openalex Percentile: Top 82%
Catalytic Alkyne Reactions
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