Synthesis of 2-acetylnoviosamine derivatives by hydrogenolytic cleavage of a spirocyclopropane
The preparation of a 2-acetamido derivative of the rare 5,5-<i>gem</i>-dimethyl-deoxy carbohydrate noviose is reported in this study. The synthesis starts from readily available <i>N</i>-acetyl-D-mannosamine and tackles the introduction of the <i>gem</i>-dimethyl structural feature <i>via</i> a cyclopropanation and hydrogenolytic cleavage strategy, which can enable the synthesis of 2-amino noviose derivatives of both L- and D-noviose.
Authors
- Isabella Ferrara (ORCID: https://orcid.org/0009-0004-1145-4232)
- Karl Gademann (ORCID: https://orcid.org/0000-0003-3053-0689)
- Olivier Blacque (ORCID: https://orcid.org/0000-0001-9857-4042)
- Maruan D. Salim
Institutions
- ZHAW Zurich University of Applied Sciences (CH)
- University of Zurich (CH)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob00469a
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Science Foundation
- Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung
- Universität Zürich