Copper(II) Trifluoromethanesulfonate as an Efficient, Versatile, and Dual-Purpose Catalyst for the Regioselective Acetylation of <scp>l</scp> -Sorbose under Neat and Solvent-Directed Conditions
<b>Herein</b>, we report that copper-(II) trifluoromethanesulfonate [Cu-(OTf)<sub>2</sub>], 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 <i>keto</i>-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.
Authors
- Shang‐Cheng Hung (ORCID: https://orcid.org/0000-0002-8797-729X)
- Yuan Chen (ORCID: https://orcid.org/0000-0002-5579-5950)
- Cheng-Hsiu Chang
- Jasper S. Dumalaog
- Fu-Chen Liu
Institutions
- National Taitung University (TW)
- National Tsing Hua University (TW)
- National Dong Hwa University (TW)
- Genomics Research Center, Academia Sinica (TW)
- Institute of Molecular Biology and Biophysics (RU)
- Academia Sinica (TW)
- National Cheng Kung University (TW)
Publication Details
- Journal
- ACS Omega
- Published
- 2026-01-12
- DOI
- https://doi.org/10.1021/acsomega.5c11787
- Primary Topic
- Chemical Synthesis and Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00