{
  "source": "ORD Dataset Wishlist",
  "snapshot_date": "2026-09-25",
  "ord_wishlist_status_at_snapshot": "Available",
  "ord_wishlist_card": "https://github.com/orgs/open-reaction-database/projects/11?pane=issue&itemId=126981839",
  "ord_data_issue": null,
  "title": "Integrating Catalysis and Analysis: Accelerated Asymmetric Reaction Development with a Multitasking Reactivity Umpolung/Chiroptical Reporter Auxiliary",
  "doi": "10.1002/chem.202500881",
  "journal": "Chem Eur J",
  "publication_date": "2025-05-08",
  "authors": [
    "F. Safia Kariapper",
    "Maria Bouda",
    "Christian Wolf"
  ],
  "article_open_access": {
    "status": "hybrid",
    "license": "cc-by-nc"
  },
  "dataset_size_estimate": 100,
  "experiment_type": "parallel",
  "ord_priority": "Low",
  "ord_difficulty": "Hard",
  "source_data_kind": "si_pdf_tables",
  "smiles_in_source": "no",
  "needs_author_contact": false,
  "data_locations": [
    {
      "url": "https://pmc.ncbi.nlm.nih.gov/articles/PMC12188155/",
      "what": "Full text; 100-condition screen design (Figure 1), 3D plots of UV/CD inductions; data availability: in supplementary material",
      "license": "CC BY-NC 4.0"
    },
    {
      "url": "https://pmc.ncbi.nlm.nih.gov/articles/instance/12188155/bin/CHEM-31-e202500881-s001.pdf",
      "what": "Supporting Information PDF (4.1 MB). Listed on the PMC page; contents not inspected (the Europe PMC bundle fetch failed). The ORD note says it has ~10 small data tables",
      "license": "CC BY-NC 4.0 (article license; SI not separately stated)"
    },
    {
      "url": "https://doi.org/10.1002/chem.202500881",
      "what": "Wiley version of record plus SI",
      "license": "CC BY-NC 4.0 (Crossref)"
    }
  ],
  "notes": "This is a parallel screen of an organocatalytic asymmetric Michael addition of an isatin-derived Schiff base, where isatin acts as amine protecting group, umpolung reagent and chiroptical reporter. It covers 10 chiral organocatalysts (Cat 1-10, including cinchona alkaloid-derived squaramides) x 5 solvents (e.g. toluene, 1,2-difluorobenzene, 1,2-dichloroethane, THF, acetonitrile) x 2 temperatures (10 and 25 C), 100 reactions in total. Outcomes are UV absorbance increase and CD/UV induction ratios measured directly on the crude mixtures. These serve as proxies for yield and ee. Confirmatory scale-up runs with Cat 4 and Cat 9 give isolated yield and chiral-HPLC ee. The data are in the SI PDF as about 10 small tables. The article is open access (CC BY-NC 4.0) and on PMC (PMC12188155). Catalyst structures are drawn, not named with identifiers. Cite DOI 10.1002/chem.202500881.",
  "verification_caveats": "The primary outcomes are spectroscopic proxies (UV at ~423 nm, CD 425 nm/UV 423 nm ratio), not yields or ee. They should be recorded as custom analyses or measurements, with the calibration/correlation noted. Only the scale-up runs have isolated yield and HPLC ee. Catalyst SMILES must be built from drawings, including stereochemistry."
}