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- W4310534467 abstract "Abstract In this account, we describe our journey leading to the discovery of a generally applicable umpolung method for the α-functionalization of ketones. Central to this reaction is the cyclic hypervalent fluoro-iodane, which is mostly known for various alkene functionalizations enabling, for example, the synthesis of fluoro-benzoxazepines, indoles, and ketones. During this work, we encountered α-functionalized ketones as minor side products. This observation prompted us to further investigate this reactivity, thus revealing a directed umpolung of pyridyl ketones by the fluoro-iodane. The key to the success was the unexpected non-covalent interaction between the nucleophile, substrate, and iodane. 1 Introduction 2 Cyclizations Triggered by the Fluorination of Styrenes 3 Umpolung Reactions Facilitated by Hypervalent Iodanes 4 Discovering and Evolving a Fluoro-Iodane-Triggered Regioselective α-Functionalization of Carbonyl Compounds 5 First Investigations on the Nitrogen-Directed Umpolung 6 Conclusion" @default.
- W4310534467 created "2022-12-11" @default.
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- W4310534467 date "2022-11-30" @default.
- W4310534467 modified "2023-09-27" @default.
- W4310534467 title "Discovering the Site-Selective Umpolung of Ketones Triggered by Hypervalent Fluoro-Iodanes – Why Investigating Side Reactions Matters!" @default.
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- W4310534467 doi "https://doi.org/10.1055/a-1990-5495" @default.
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