Purple Light-Promoted Ferrier Photobromination of O -Benzoylated Carbohydrates in Benzotrifluoride
- 14 November 2025
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 90 (47) , 16885-16890
Abstract
Our laboratory has previously reported on a contemporary Ferrier photobromination which circumvents critical limitations of the original reaction. The new conditions provide highly efficient and scalable routes to O-acetylated 5-C-bromosugars but cannot be used to access O-benzoylated derivatives. Herein, we show that the scope of the Ferrier photobromination can be expanded to encompass important O-benzoylated carbohydrates by a simple but effective modification of the reaction conditions. This advance importantly paves the way for improved syntheses of glycosidase inhibitors and rare L-hexoses.Keywords
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Funding Information
- Australian Research Council (DP220102493)
- China Scholarship Council
- University of Queensland
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