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Three-Component Gold(I)-Catalyzed Alkoxyvinylation.

ABSTRACT: Acetylene has been underexploited despite being a highly valuable feedstock for chemical synthesis. We have developed the first true gold(I)-catalyzed intermolecular three-component reaction between acetylene, alkenes, and alcohols to afford β-vinyl hemiaminal scaffolds from N-vinyl amides. Unusual biscyclopropyl and 3-vinyl N-heterocyclic scaffolds were obtained through the incorporation of a second N-vinyl unit or tethered alkene into the starting material.

SUBMITTER: Hammarback LA

PROVIDER: S-EPMC11301692 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature

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Three-Component Gold(I)-Catalyzed Alkoxyvinylation.

Hammarback L Anders LA Medina-Gil Tania T Sadurní Anna A Echavarren Antonio M AM

Organic letters 20240718 30

Acetylene has been underexploited despite being a highly valuable feedstock for chemical synthesis. We have developed the first true gold(I)-catalyzed intermolecular three-component reaction between acetylene, alkenes, and alcohols to afford β-vinyl hemiaminal scaffolds from N-vinyl amides. Unusual biscyclopropyl and 3-vinyl N-heterocyclic scaffolds were obtained through the incorporation of a second N-vinyl unit or tethered alkene into the starting material. ...[more]

PMID: 39025472

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