{
  "abstract": "A novel anionic [1,3]-rearrangement of ortho-metalated aryl propargyl ethers was developed. A catalytic amount of copper-(I) salt efficiently promotes the 1,3-shift of a propargyl group from an oxygen atom to a carbon atom in an aryl magnesium species, affording phenol derivatives having a propargyl group at the ortho position, which are otherwise difficult to synthesize. The [1,3]-rearrangement proceeds in a stereoretentive manner, thus enabling chirality transfer for asymmetric syntheses of enantio-enriched propargyl compounds. DFT calculations were conducted to elucidate the mechanism of the 1,3-propargyl shift.",
  "abstract_shown": true,
  "affiliations": [
    "Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan.",
    "Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan."
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 4,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Azusa Kondoh",
      "orcid": "0000-0001-7227-8579"
    },
    {
      "affs": [
        1
      ],
      "name": "Aderian Novito Setiawan",
      "orcid": "0000-0002-5141-8277"
    },
    {
      "affs": [
        1
      ],
      "name": "Takuma Sato"
    },
    {
      "affs": [
        1
      ],
      "name": "Masahiro Terada",
      "orcid": "0000-0002-0554-8652"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/4bttkach70nz8.bib",
  "cited_by": 0,
  "doi": "10.1021/jacsau.6c01200",
  "fulltext_url": "https://europepmc.org/articles/PMC13714838",
  "id": "4bttkach70nz8",
  "issns": [
    "2691-3704"
  ],
  "landing_url": "https://europepmc.org/article/MED/42953197",
  "language": "eng",
  "licence": "CC-BY",
  "licence_label": "CC BY",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "heading",
      "Article"
    ],
    [
      "openalex",
      "1605|Coordination Chemistry and Organometallics"
    ]
  ],
  "openalex": "W7213630002",
  "pdf_url": "https://europepmc.org/articles/PMC13714838?pdf=render",
  "pmcid": "PMC13714838",
  "pmid": "42953197",
  "published": "2026-09-19",
  "publisher": "American Chemical Society",
  "ris": "https://research.draconitic.com/paper/4bttkach70nz8.ris",
  "sources": [
    {
      "first_seen": "2026-10-31T00:20:41Z",
      "native_id": "MED:42953197",
      "source": "europepmc",
      "url": "https://europepmc.org/article/MED/42953197"
    },
    {
      "first_seen": "2026-11-01T12:22:15Z",
      "native_id": "PMC13714838",
      "source": "pmc",
      "url": "https://doi.org/10.1021/jacsau.6c01200"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Coordination Chemistry and Organometallics",
      "subfield": "organic"
    }
  ],
  "title": "Copper-Catalyzed 1,3-Propargyl Shift: Development of an Anionic Rearrangement of ortho-Metalated Aryl Propargyl Ethers.",
  "title_text": "Copper-Catalyzed 1,3-Propargyl Shift: Development of an Anionic Rearrangement of ortho-Metalated Aryl Propargyl Ethers.",
  "type": "peer-reviewed",
  "updated_at": "2026-11-01T12:22:15Z",
  "url": "https://research.draconitic.com/paper/4bttkach70nz8",
  "venue": "JACS Au",
  "versions": []
}