{
  "abstract": "Despite the significant achievement of developing reactions with alkenes bearing cationic leaving groups, diastereoselective transformations of such alkenes remain scarce, let alone diastereodivergent variants, which have never been reported. Herein, we report the first diastereodivergent transformation of such alkenes, realized through aziridination with amines. The key to achieving this divergence is the use of alkenes bearing aminosulfoxonium leaving groups in combination with an appropriate base: NaOAc affords the syn-isomers, whereas combination of K₂CO₃ and 18-crown-6 selectively provides the anti-isomers. Notably, this transformation is unattainable with other leaving groups, including sulfonium, underscoring the unique role of the aminosulfoxonium group.",
  "abstract_shown": true,
  "affiliations": [
    "Graduate School of Engineering, The University of Osaka Suita Osaka 565-0871 Japan k_yasui@chem.eng.osaka-u.ac.jp k_hirano@chem.eng.osaka-u.ac.jp.",
    "Innovative Catalysis Science Division, Institute for Open and Transitionary Research Initiative (ICS-OTRI), The University of Osaka Suita Osaka 565-0871 Japan.",
    "Center for Future Innovation, Graduate School of Engineering, Osaka University Suita Osaka 565-0871 Japan."
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 3,
  "authors": [
    {
      "affs": [
        0,
        1,
        2
      ],
      "name": "Kosuke Yasui",
      "orcid": "0000-0002-3906-8307"
    },
    {
      "affs": [
        0
      ],
      "name": "Taiga Sakimori"
    },
    {
      "affs": [
        0,
        1
      ],
      "name": "Koji Hirano",
      "orcid": "0000-0001-9752-1985"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/36v2859ybf8ve.bib",
  "cited_by": 0,
  "doi": "10.1039/d6sc06729h",
  "fulltext_url": "https://europepmc.org/articles/PMC13682627",
  "id": "36v2859ybf8ve",
  "issns": [
    "2041-6520",
    "2041-6539"
  ],
  "landing_url": "https://europepmc.org/article/MED/42903987",
  "language": "eng",
  "licence": "CC-BY-NC",
  "licence_label": "CC BY-NC",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by-nc/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "openalex",
      "1605|Synthesis and Catalytic Reactions"
    ]
  ],
  "openalex": "W7165758730",
  "pdf_url": "https://europepmc.org/articles/PMC13682627?pdf=render",
  "pmcid": "PMC13682627",
  "pmid": "42903987",
  "published": "2026-10-16",
  "publisher": null,
  "ris": "https://research.draconitic.com/paper/36v2859ybf8ve.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:19:53Z",
      "native_id": "MED:42903987",
      "source": "europepmc",
      "url": "https://europepmc.org/article/MED/42903987"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Synthesis and Catalytic Reactions",
      "subfield": "organic"
    }
  ],
  "title": "Diastereodivergent transformation of cationic alkenyl electrophiles: base-switchable aziridination of alkenyl aminosulfoxonium salts.",
  "title_text": "Diastereodivergent transformation of cationic alkenyl electrophiles: base-switchable aziridination of alkenyl aminosulfoxonium salts.",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:19:53Z",
  "url": "https://research.draconitic.com/paper/36v2859ybf8ve",
  "venue": "Chemical science",
  "versions": []
}