2024
DOI: 10.1002/poc.4658
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A Theoretical Perspective on the Stereochemistry of Benzoanellated Aroyl‐X,N‐Ketene Acetal Derivatives

Francisco A. Martins,
Matheus P. Freitas

Abstract: Ketene 1,3‐oxazoles and their derivatives present intriguing structures for the study of rotational barriers due to their pseudo–double‐bond character stemming from resonance in the ketene moiety. A diverse range of compounds featuring this motif underwent quantum‐chemical investigation to elucidate the nature of the stereochemical singularity observed in numerous cases. Because rotational barriers in most instances are too high to permit rapid interconversion, the findings are ascribed to thermodynamic rather… Show more

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