{
  "abstract": "A stereoselective methodology for the synthesis of highly substituted spiropyrrolidines via synergistic catalysis was developed. The transformation is based on a cooperative catalytic system combining chiral phosphoric acid (CPA) catalysis with achiral palladium catalysis and proceeds through a formal [3+2] cycloaddition of activated vinylcyclopropanes with aldimines derived from imidazolones. Under the optimized reaction conditions, a broad range of spiropyrrolidines were obtained in good combined yields (up to 83%), with high diastereoselectivities (up to 1:12 dr) and enantioselectivities reaching 99% ee. The developed methodology tolerates various substitutions on both of the reaction partners. Furthermore, selected synthetic transformations demonstrated the utility of the obtained spiropyrrolidines for further derivatization while retaining the enantiomeric purity. This work highlights the potential of synergistic CPA/transition-metal catalysis for the efficient construction of structurally complex chiral spiropyrrolidine scaffolds.",
  "abstract_shown": true,
  "affiliations": [
    "Department of Organic Chemistry, Faculty of Science, Charles University, Hlavova 2030, 128 43Praha 2, Czech Republic.",
    "Department of Inorganic Chemistry, Faculty of Science, Charles University, Hlavova 2030, 128 43Praha 2, Czech Republic."
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 3,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Michael Franc"
    },
    {
      "affs": [
        1
      ],
      "name": "Ivana Císařová",
      "orcid": "0000-0002-9612-9831"
    },
    {
      "affs": [
        0
      ],
      "name": "Jan Veselý",
      "orcid": "0000-0001-5198-8950"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/2qdbr2c9fc3s4.bib",
  "cited_by": 0,
  "doi": "10.1021/acs.joc.6c01686",
  "fulltext_url": "https://europepmc.org/articles/PMC13640430",
  "id": "2qdbr2c9fc3s4",
  "issns": [
    "0022-3263",
    "1520-6904"
  ],
  "landing_url": "https://europepmc.org/article/MED/42916954",
  "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": [
    [
      "openalex",
      "1605|Asymmetric Synthesis and Catalysis"
    ]
  ],
  "openalex": "W7213508722",
  "pdf_url": "https://europepmc.org/articles/PMC13640430?pdf=render",
  "pmcid": "PMC13640430",
  "pmid": "42916954",
  "published": "2026-10-01",
  "publisher": null,
  "ris": "https://research.draconitic.com/paper/2qdbr2c9fc3s4.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:20:36Z",
      "native_id": "MED:42916954",
      "source": "europepmc",
      "url": "https://europepmc.org/article/MED/42916954"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Asymmetric Synthesis and Catalysis",
      "subfield": "organic"
    }
  ],
  "title": "Enantioselective Synthesis of Spiropyrrolidines by Synergistic Catalysis.",
  "title_text": "Enantioselective Synthesis of Spiropyrrolidines by Synergistic Catalysis.",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:20:36Z",
  "url": "https://research.draconitic.com/paper/2qdbr2c9fc3s4",
  "venue": "The Journal of organic chemistry",
  "versions": []
}