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

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

PMC · DOI: 10.1039/d5ob00469a · Organic & Biomolecular Chemistry · 2025-04-17

## TL;DR

This paper describes a new method to synthesize a rare sugar derivative using a cyclopropanation and hydrogenolytic cleavage strategy.

## Contribution

The novel approach introduces a gem-dimethyl group in the synthesis of 2-acetamido noviose derivatives.

## Key findings

- A 2-acetamido derivative of noviose was successfully synthesized.
- The method uses cyclopropanation and hydrogenolytic cleavage to introduce the gem-dimethyl feature.
- The strategy allows synthesis of both l- and d-noviose derivatives.

## Abstract

The 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-d-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.

The preparation of a 2-acetamido derivative of the rare 5,5-gem-dimethyl-deoxy carbohydrate noviose is reported in this study.

## Linked entities

- **Chemicals:** N-acetyl-d-mannosamine (PubChem CID 899), noviose (PubChem CID 5461025)

## Full text

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## Figures

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## References

43 references — full list in the complete paper: https://tomesphere.com/paper/PMC12035602/full.md

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Source: https://tomesphere.com/paper/PMC12035602