Work

Synthesis of 2-acetylnoviosamine derivatives by hydrogenolytic cleavage of a spirocyclopropane

Year: 2025

Type: article

Abstract: Preparation of a 2-acetamido derivative of the rare 5,5-gem-dimethyl-deoxy carbohydrate noviose is reported in this study. The synthesis starts from readily available N-acetyl-ᴅ- mannosamine and tackles the introduction of the gem-dimethyl structural feature via a cyclopropanation and hydrogenolytic cleavage strategy, which can enable the synthesis of 2- amino noviose derivatives of both, L- and D-noviose.

Source: Organic & Biomolecular Chemistry

DOI: 10.1039/d5ob00469a

Authors: Maruan D. Salim, Isabella Ferrara, Olivier Blacque, Karl Gademann

Institution: University of Zurich

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Funders: National Science Foundation, Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung, Universität Zürich

Award: Mechanism-Based Design, Synthesis, and Biological Evaluation of Next-Generation Antibiotics