{
  "abstract": "A metal- and base-free intramolecular cyclopropanation based on nonstabilized donor carbenes generated in situ from N-sulfonylhydrazones has been developed, enabling the construction of the highly strained aza[3.1.0]bicyclic core of (–)-5-epi-cycloclavine with concomitant complete stereocontrol of two all-carbon quaternary stereocenters. Combined with the straightforward introduction of methacrylic acid as four-carbon fragment from readily available enantiopure functionalized tricyclic indole derivative (4-amino Uhle's ketone), this strategy enabled a concise diasteroselective synthesis of the five-fused rings system present in (–)-5-epi-cycloclavine.",
  "abstract_shown": true,
  "affiliations": [
    "Department of Biomolecular Sciences, University of Urbino Carlo Bo, Via Ca’ Le Suore 2, Urbino, Italy"
  ],
  "article_type": null,
  "arxiv": null,
  "author_total": 3,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Francesca Diotallevi"
    },
    {
      "affs": [
        0
      ],
      "name": "Francesca Bartoccini"
    },
    {
      "affs": [
        0
      ],
      "name": "Giovanni Piersanti",
      "orcid": "0000-0003-0418-7143"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/15y2rqh2vz8tr.bib",
  "cited_by": 0,
  "doi": "10.26434/chemrxiv.15008870/v1",
  "fulltext_url": null,
  "id": "15y2rqh2vz8tr",
  "issns": [],
  "landing_url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008870/v1",
  "language": null,
  "licence": "CC-BY",
  "licence_label": "CC BY",
  "licence_source": "journal",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "openalex",
      "1605|Cyclopropane Reaction Mechanisms"
    ]
  ],
  "openalex": "W7213233453",
  "pdf_url": "https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15008870/v1",
  "pmcid": null,
  "pmid": null,
  "published": "2026-09-15",
  "publisher": "American Chemical Society (ACS)",
  "ris": "https://research.draconitic.com/paper/15y2rqh2vz8tr.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:19Z",
      "native_id": "10.26434/chemrxiv.15008870",
      "source": "chemrxiv",
      "url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008870/v2"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Cyclopropane Reaction Mechanisms",
      "subfield": "organic"
    }
  ],
  "title": "Concise Total Synthesis of (–)-5-epi-Cycloclavine via Metal- and Base-Free Diastereoselective",
  "title_text": "Concise Total Synthesis of (–)-5-epi-Cycloclavine via Metal- and Base-Free Diastereoselective",
  "type": "preprint",
  "updated_at": "2026-10-30T12:17:21Z",
  "url": "https://research.draconitic.com/paper/15y2rqh2vz8tr",
  "venue": "ChemRxiv",
  "versions": []
}