Bulletin of the Chemical Society of Japan p. 569 - 570 (1980)
Update date:2022-08-02
Topics: Organic reactions Coordinative role Benzylation Benzoylation
Poonia, Narinder S.
Arora, Ashok K.
Bajaj, Amritlal V.
Using kojic acid (5-hydroxy-2-hydroxymethyl-4-pyrone) as a substrate, the title reactions were carried out with various alkali metal hydroxides.Whereas phenacylation (with KOH or NaOH) and benzylation (with KOH, NaOH, or LiOH) are possible only on the phenolic hydroxyl, benzoylation can be carried out selectively as well as collectively on both the hydroxyl group (in 80percent aq.EtOH).The results were discussed in terms of the interactive role of alkali cations with the substrate.
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Doi:10.1002/cmdc.201000228
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