ArticleChemistry (Weinheim an der Bergstrasse, Germany)2025
Synthesis of C4-Acyl Glycosides by Cross-Ketonization: The Importance of Precise Temperature Control in Photochemistry.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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1 citing paper in PubMed.
- Temperature and reproducibility in photocatalysis.Nature chemistry · 2026Article
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6 authors.
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Abstract
We describe herein a method for the synthesis of reversed C-acyl glycosides by direct cross-ketonization of linear carboxylic acids with carboxy sugars under metallaphotoredox conditions. This reaction proves to be highly sensitive to reaction temperature, with the reproducibility and yield of ketonization highly dependent upon precise temperature control. Analysis of the reaction mechanism suggests this sensitivity reflects the need to match the rate of Ni catalytic turnover with the rate of photocatalytic decarboxylation of the carboxy sugar. The insights gained from this study have important implications for the study of all metallaphotoredox reactions as well as other photoreactions that involve dual catalytic cycles.
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