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- Rubottom_oxidation 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.".
- Rubottom_oxidation thumbnail Rubottom_Mechanism4.png?width=300.
- Rubottom_oxidation wikiPageExternalLink Kurti%20L.,%20Czako%20B.%20Strategic%20Applications%20of%20Named%20Reactions%20in%20Organic%20Synthesis%20%28AP,%202005%29%28ISBN%200124297854%29%28810s%29.pdf.
- Rubottom_oxidation wikiPageExternalLink page8.html.
- Rubottom_oxidation wikiPageExternalLink HName%20Reactions%5B%E8%8B%B1%5DJie%20Jack%20Li.pdf.
- Rubottom_oxidation wikiPageExternalLink rubottom-oxidation.shtm.
- Rubottom_oxidation wikiPageID "7344825".
- Rubottom_oxidation wikiPageLength "29475".
- Rubottom_oxidation wikiPageOutDegree "60".
- Rubottom_oxidation wikiPageRevisionID "705432021".
- Rubottom_oxidation wikiPageWikiLink 18-Crown-6.
- Rubottom_oxidation wikiPageWikiLink Acetic_acid.
- Rubottom_oxidation wikiPageWikiLink Acetonitrile.
- Rubottom_oxidation wikiPageWikiLink American_cockroach.
- Rubottom_oxidation wikiPageWikiLink Analgesic.
- Rubottom_oxidation wikiPageWikiLink Angiogenesis.
- Rubottom_oxidation wikiPageWikiLink Basidiomycota.
- Rubottom_oxidation wikiPageWikiLink Bradykinin.
- Rubottom_oxidation wikiPageWikiLink Brook_rearrangement.
- Rubottom_oxidation wikiPageWikiLink Camphorsulfonic_acid.
- Rubottom_oxidation wikiPageWikiLink Category:Name_reactions.
- Rubottom_oxidation wikiPageWikiLink Category:Organic_redox_reactions.
- Rubottom_oxidation wikiPageWikiLink Chemical_reaction.
- Rubottom_oxidation wikiPageWikiLink Cholesterol.
- Rubottom_oxidation wikiPageWikiLink Cope_rearrangement.
- Rubottom_oxidation wikiPageWikiLink Dichloromethane.
- Rubottom_oxidation wikiPageWikiLink Diels–Alder_reaction.
- Rubottom_oxidation wikiPageWikiLink Dimethyldioxirane.
- Rubottom_oxidation wikiPageWikiLink Elias_James_Corey.
- Rubottom_oxidation wikiPageWikiLink Enantiomeric_excess.
- Rubottom_oxidation wikiPageWikiLink Epoxide.
- Rubottom_oxidation wikiPageWikiLink Eric_Jacobsen.
- Rubottom_oxidation wikiPageWikiLink Ethylene_oxide.
- Rubottom_oxidation wikiPageWikiLink GlaxoSmithKline.
- Rubottom_oxidation wikiPageWikiLink Hydrogen_peroxide.
- Rubottom_oxidation wikiPageWikiLink Hypofluorous_acid.
- Rubottom_oxidation wikiPageWikiLink Lithium_bis(trimethylsilyl)amide.
- Rubottom_oxidation wikiPageWikiLink Lithium_diisopropylamide.
- Rubottom_oxidation wikiPageWikiLink Lovastatin.
- Rubottom_oxidation wikiPageWikiLink Meta-Chloroperoxybenzoic_acid.
- Rubottom_oxidation wikiPageWikiLink Methylrhenium_trioxide.
- Rubottom_oxidation wikiPageWikiLink N-Butyllithium.
- Rubottom_oxidation wikiPageWikiLink Oxocarbenium.
- Rubottom_oxidation wikiPageWikiLink Periplanone_B.
- Rubottom_oxidation wikiPageWikiLink Peroxy_acid.
- Rubottom_oxidation wikiPageWikiLink Phosphoinositide_3-kinase.
- Rubottom_oxidation wikiPageWikiLink Potassium_hydride.
- Rubottom_oxidation wikiPageWikiLink Pyridine.
- Rubottom_oxidation wikiPageWikiLink Quebrachitol.
- Rubottom_oxidation wikiPageWikiLink Red_tide.
- Rubottom_oxidation wikiPageWikiLink Ribose.
- Rubottom_oxidation wikiPageWikiLink Sharpless_asymmetric_dihydroxylation.
- Rubottom_oxidation wikiPageWikiLink Silyl_enol_ether.
- Rubottom_oxidation wikiPageWikiLink Steroid.
- Rubottom_oxidation wikiPageWikiLink File:Brevisamide2.png.
- Rubottom_oxidation wikiPageWikiLink File:Chiral_Rubottom2.png.
- Rubottom_oxidation wikiPageWikiLink File:Heathcock_1974.png.
- Rubottom_oxidation wikiPageWikiLink File:House_1958.png.
- Rubottom_oxidation wikiPageWikiLink File:Hydroxymutilin.png.
- Rubottom_oxidation wikiPageWikiLink File:Ovalcin.png.
- Rubottom_oxidation wikiPageWikiLink File:Rubottom_Analogs1.png.
- Rubottom_oxidation wikiPageWikiLink File:Rubottom_Mechanism4.png.
- Rubottom_oxidation wikiPageWikiLink File:Rubottom_PI3K_derivatives.png.
- Rubottom_oxidation wikiPageWikiLink File:Rubottom_Periplanone_B1.png.
- Rubottom_oxidation wikiPageWikiLink File:Rubottom_cyclic_and_acyclic2.png.
- Rubottom_oxidation wikiPageWikiLink File:Rubottom_enone2.png.
- Rubottom_oxidation wikiPageWikiLink File:Rubottom_velutinol_A.png.
- Rubottom_oxidation wikiPageWikiLinkText "Rubottom oxidation".
- Rubottom_oxidation wikiPageUsesTemplate Template:Reflist.
- Rubottom_oxidation subject Category:Name_reactions.
- Rubottom_oxidation subject Category:Organic_redox_reactions.
- Rubottom_oxidation hypernym Reaction.
- Rubottom_oxidation type Disease.
- Rubottom_oxidation type Eponym.
- Rubottom_oxidation type Reaction.
- Rubottom_oxidation 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.".
- Rubottom_oxidation label "Rubottom oxidation".
- Rubottom_oxidation sameAs Q6133324.
- Rubottom_oxidation sameAs ルボトム酸化.
- Rubottom_oxidation sameAs m.025zrxj.
- Rubottom_oxidation sameAs Оксидація_за_Работтомом.
- Rubottom_oxidation sameAs Q6133324.
- Rubottom_oxidation sameAs 鲁伯特姆氧化反应.
- Rubottom_oxidation wasDerivedFrom Rubottom_oxidation?oldid=705432021.
- Rubottom_oxidation depiction Rubottom_Mechanism4.png.
- Rubottom_oxidation isPrimaryTopicOf Rubottom_oxidation.