# Copper(II) Trifluoromethanesulfonate as an Efficient, Versatile, and Dual-Purpose Catalyst for the Regioselective Acetylation of l‑Sorbose under Neat and Solvent-Directed Conditions

**Authors:** Yu-An Chen, Jasper S. Dumalaog, Cheng-Hsiu Chang, Fu-Chen Liu, Shang-Cheng Hung

PMC · DOI: 10.1021/acsomega.5c11787 · 2026-01-12

## TL;DR

Copper(II) trifluoromethanesulfonate efficiently and selectively catalyzes the acetylation of l-sorbose under different solvent conditions.

## Contribution

A dual-purpose catalyst enables regioselective acetylation of l-sorbose with solvent-controlled outcomes.

## Key findings

- Copper(II) trifluoromethanesulfonate catalyzes acetylation of l-sorbose efficiently.
- Solvent-free conditions favor open-chain products, while coordinating solvents favor cyclic derivatives.
- The catalyst enables selective and sustainable synthesis of sugar derivatives.

## Abstract

Herein, we report that copper­(II) trifluoromethanesulfonate
[Cu­(OTf)2], a stable, versatile, and dual-purpose catalyst,
efficiently catalyzed the acetylation of l-sorbose under
various conditions following metal trifluoromethanesulfonate screening.
Regioselectivity is critically governed by solvents: solvent-free
reactions favor the open-chain keto-sorbopentaacetate,
whereas coordinating solvents direct acetylation toward the cyclic
α-l-sorbopyranosyl tetraacetate. These findings underscore
the pivotal role of solvents in steering reaction pathways, enabling
selective and sustainable synthesis of structurally distinct sugar
derivatives while using a minimal amount of catalysts.

## Linked entities

- **Chemicals:** Copper(II) Trifluoromethanesulfonate (PubChem CID 2734996), l-sorbose (PubChem CID 6904)

## Full-text entities

- **Chemicals:** Copper(II) Trifluoromethanesulfonate (MESH:C464593), Cu-(OTf)2 (MESH:C012077), l-Sorbose (MESH:D013013), cyclic alpha-l-sorbopyranosyl tetraacetate (-), sugar (MESH:D000073893)

## Figures

12 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12854634/full.md

---
Source: https://tomesphere.com/paper/PMC12854634