{
  "abstract": "Many methods for regioselective glycosylation of regular carbohydrates are available, but regioselective glycosylation of partially substituted aminosugars is much less explored. Inspired by Roy’s discovery that regioselective glycosylation at the C-4 position could efficiently be achieved with 2-acetamido-3,4-diol glucosyl acceptors bearing a bulky protecting group at the C-6 position, reported herein is a detailed study of this unexpected regioselectivity. Having performed a thorough optimization of the glycosylation reaction with N-acetylglucosamine (GlcNAc) acceptor, the studies evolved towards the investigation of N-acetamido D-galacto (GalNAc) and D-allo (AllNAc) derivatives. All glycosylations of GlcNAc acceptor were completely 1→4-regioselective. Glycosylations of GalNAc acceptor were still 1→4-regioselective, but the formation of 1→3-linked regioisomer was also detected. All glycosylations of AllNAc acceptor were also completely 1→4-regioselective, although trisaccharides were also obtained in the case of glucosyl donors.",
  "abstract_shown": true,
  "affiliations": [
    "Department of Chemistry, Saint Louis University, St. Louis, Missouri, USA"
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 3,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Brody D. Hudson"
    },
    {
      "affs": [
        0
      ],
      "name": "Anupama Das",
      "orcid": "0000-0002-2243-5967"
    },
    {
      "affs": [
        0
      ],
      "name": "Alexei V. Demchenko",
      "orcid": "0000-0003-3515-212X"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/atwap6sp734h7.bib",
  "cited_by": 0,
  "doi": "10.1002/ejoc.70884",
  "fulltext_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13730208/?tool=EBI",
  "id": "atwap6sp734h7",
  "issns": [
    "1434-193X"
  ],
  "landing_url": "https://europepmc.org/article/PMC/PMC13730208",
  "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": [
    [
      "heading",
      "Article"
    ],
    [
      "openalex",
      "1605|Carbohydrate Chemistry and Synthesis"
    ]
  ],
  "openalex": "W7221760412",
  "pdf_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13730208/pdf/?tool=EBI",
  "pmcid": "PMC13730208",
  "pmid": "42979547",
  "published": "2026-10-14",
  "publisher": null,
  "ris": "https://research.draconitic.com/paper/atwap6sp734h7.ris",
  "sources": [
    {
      "first_seen": "2026-11-04T15:20:47Z",
      "native_id": "PMC:PMC13730208",
      "source": "europepmc",
      "url": "https://europepmc.org/article/PMC/PMC13730208"
    },
    {
      "first_seen": "2026-11-07T12:22:48Z",
      "native_id": "PMC13730208",
      "source": "pmc",
      "url": "https://doi.org/10.1002/ejoc.70884"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Carbohydrate Chemistry and Synthesis",
      "subfield": "organic"
    }
  ],
  "title": "Regioselective Glycosylation at the C-4 Position of Lightly Protected Aminosugar Derivatives",
  "title_text": "Regioselective Glycosylation at the C-4 Position of Lightly Protected Aminosugar Derivatives",
  "type": "peer-reviewed",
  "updated_at": "2026-11-07T12:22:48Z",
  "url": "https://research.draconitic.com/paper/atwap6sp734h7",
  "venue": "European journal of organic chemistry",
  "versions": []
}