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- Q6133324 subject Q7458901.
- Q6133324 subject Q8703541.
- Q6133324 abstract "The Rubottom oxidation is a useful, high-yielding chemical reaction between silyl enol ethers and peroxyacids to give the corresponding α-hydroxy carbonyl product. The mechanism of the reaction was proposed in its original disclosure by A.G. Brook with further evidence later supplied by G.M. Rubottom. After a Prilezhaev-type oxidation of the silyl enol ether with the peroxyacid to form the siloxy oxirane intermediate, acid-catalyzed ring-opening yields an oxocarbenium ion. This intermediate then participates in a 1,4-silyl migration (Brook rearrangement) to give an α-siloxy carbonyl derivative that can be readily converted to the α-hydroxy carbonyl compound in the presence of acid, base, or a fluoride source.".
- Q6133324 thumbnail Rubottom_Mechanism4.png?width=300.
- Q6133324 wikiPageExternalLink Kurti%20L.,%20Czako%20B.%20Strategic%20Applications%20of%20Named%20Reactions%20in%20Organic%20Synthesis%20%28AP,%202005%29%28ISBN%200124297854%29%28810s%29.pdf.
- Q6133324 wikiPageExternalLink page8.html.
- Q6133324 wikiPageExternalLink HName%20Reactions%5B%E8%8B%B1%5DJie%20Jack%20Li.pdf.
- Q6133324 wikiPageExternalLink rubottom-oxidation.shtm.
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- Q6133324 wikiPageWikiLink Q7458901.
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- Q6133324 wikiPageWikiLink Q8703541.
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- Q6133324 comment "The Rubottom oxidation is a useful, high-yielding chemical reaction between silyl enol ethers and peroxyacids to give the corresponding α-hydroxy carbonyl product. The mechanism of the reaction was proposed in its original disclosure by A.G. Brook with further evidence later supplied by G.M. Rubottom. After a Prilezhaev-type oxidation of the silyl enol ether with the peroxyacid to form the siloxy oxirane intermediate, acid-catalyzed ring-opening yields an oxocarbenium ion.".
- Q6133324 label "Rubottom oxidation".
- Q6133324 depiction Rubottom_Mechanism4.png.