in the chemical literature: keto & enol tautomers
Автор: Chem Help ASAP
Загружено: 2020-03-27
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Reference: O'Doherty, G. A.; Lannigan, D. A. J. Org. Chem. 2020, 85, 4279-4288.
https://pubs.acs.org/doi/10.1021/acs....
The research group of Professor George O'Doherty at Northeastern University worked with a series of 3-hydroxyflavones. These molecules are an example of structures that favor the enol tautomer over the keto form. The enol tautomer is favored for two reasons. (1) Resonance forms of the enol form have aromatic character. (2) The enol tautomer can form a stabilizing intramolecular hydrogen bond. The O'Doherty group deprotonated these compounds to form enolates. Subsequent alkylation occurred on the oxygen, not the typical carbon of the enolate. New compounds were tested by the group of Professor Deborah Lannigan at Vanderbilt University for potential activity against various cancers. The research was published in chemical literature in the Journal of Organic Chemistry.
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