Cage-Shaped Borate Catalysts Bearing Precisely Controlled Lewis Acidity and Their Application in Glycosylations
Cage-shaped borates, whose Lewis acidity can be precisely modulated by the structural attributes of the triphenolic ligands, were employed as catalysts for glycosylation. Each cage-shaped borate displayed distinctive reactivity; thus, screening of the borate catalysts enabled controllable activation of glycosyl fluorides under mild conditions. Practical glycosylation was achieved by fine-tuning the Lewis acidity tailored to the substrate reactivity, thereby providing a versatile method applicable to the synthesis of complex glycans.
Authors
- Akihito Konishi (ORCID: https://orcid.org/0000-0002-3438-786X)
- Kumpei Yano
- Yuka Ikinaga
- Yoshiyuki Manabe (ORCID: https://orcid.org/0000-0002-5515-3923)
- Yuya Tsutsui (ORCID: https://orcid.org/0000-0002-9220-4857)
- Koichi Fukase (ORCID: https://orcid.org/0000-0001-8844-0710)
- Makoto Yasuda (ORCID: https://orcid.org/0000-0002-6618-2893)
- Yosuke Tanaka (ORCID: https://orcid.org/0000-0002-8538-0916)
- Yuka Yokoyama
- Takayuki Nishitani
- Ryohei Miyagawa
Institutions
- The University of Osaka (JP)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-10-22
- DOI
- https://doi.org/10.1021/acs.joc.4c01706
- Citations
- 1
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- Japan Agency for Medical Research and Development
- Japan Society for the Promotion of Science
- Core Research for Evolutional Science and Technology
- Fusion Oriented REsearch for disruptive Science and Technology