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An umpolung strategy for chemically selective intermolecular cross-enolate-type coupling of N-alkenoxypyridinium salts with aldehydes.

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An efficient method for the synthesis of 1,4-ketoaldehydes via the cross-coupling of N-alkenoxyheteroarenium salts and primary aldehydes is developed. This method provides a broad substrate scope and excellent functional group… Click to show full abstract

An efficient method for the synthesis of 1,4-ketoaldehydes via the cross-coupling of N-alkenoxyheteroarenium salts and primary aldehydes is developed. This method provides a broad substrate scope and excellent functional group compatibility. The utility of this method is demonstrated via the diverse transformations of heterocyclic compounds and cycloheptanone, as well as the late-stage functionalization of biorelevant molecules.

Keywords: selective intermolecular; strategy chemically; intermolecular cross; cross; umpolung strategy; chemically selective

Journal Title: Chemical communications
Year Published: 2023

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