{
  "abstract": "Stereochemical control in isocyanide-based multicomponent reactions (IMCRs) remains a fundamental challenge, particularly in substrate-controlled variants. Here we show that planar chirality embedded within [2.2]paracyclophane scaffolds enables predictable enantiospecific stereochemical transfer across the Passerini three-component reaction as well as the Ugi fourcomponent and Ugi-tetrazole manifolds. Each enantiomer of the planar-chiral substrate stereospecifically transfers its configuration to the product, establishing a deterministic relationship between substrate and product stereochemistry. Across more than 65 reactions, this strategy provides consistent diastereocontrol without external chiral catalysts. These findings establish planar chirality as a general substrate-encoded principle for stereochemical control in IMCRs and expand the scope of enantiospecific multicomponent synthesis beyond classical point chirality.",
  "abstract_shown": true,
  "affiliations": [],
  "article_type": null,
  "arxiv": null,
  "author_total": 8,
  "authors": [
    {
      "name": "Michael Kapsalis"
    },
    {
      "name": "Michael Fragkiadakis"
    },
    {
      "name": "Iakovos Konstantaras"
    },
    {
      "name": "Konstantinos G Froudas"
    },
    {
      "name": "Taxiarchis Stergiannakos"
    },
    {
      "name": "Rongyu Sun"
    },
    {
      "name": "Erica Benedetti"
    },
    {
      "name": "Constantinos G Neochoritis"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/djgpy86sh5cjb.bib",
  "cited_by": 1,
  "doi": "10.1021/acsorginorgau.6c00034",
  "fulltext_url": null,
  "id": "djgpy86sh5cjb",
  "issns": [
    "2694-247X"
  ],
  "landing_url": "https://hal.science/hal-05762854v1",
  "language": "en",
  "licence": "CC-BY-NC-ND-4.0",
  "licence_label": "CC BY-NC-ND 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by-nc-nd/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "hal",
      "0.chim"
    ],
    [
      "openalex",
      "1605|Multicomponent Synthesis of Heterocycles"
    ]
  ],
  "openalex": "W7162438948",
  "pdf_url": "https://hal.science/hal-05762854/document",
  "pmcid": null,
  "pmid": null,
  "published": "2026-05-26",
  "publisher": "ACS Publications",
  "ris": "https://research.draconitic.com/paper/djgpy86sh5cjb.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:40Z",
      "native_id": "hal-05762854",
      "source": "hal",
      "url": "https://hal.science/hal-05762854v1"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Multicomponent Synthesis of Heterocycles",
      "subfield": "organic"
    }
  ],
  "title": "Planar Chirality Directs Enantiospecific Diastereoselectivity in Isocyanide-Based Multicomponent Reactions",
  "title_text": "Planar Chirality Directs Enantiospecific Diastereoselectivity in Isocyanide-Based Multicomponent Reactions",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:17:40Z",
  "url": "https://research.draconitic.com/paper/djgpy86sh5cjb",
  "venue": "ACS Organic & Inorganic Au",
  "versions": []
}