10493-98-8Relevant articles and documents
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Cookson,Lane
, p. 804 (1976)
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Oxyallyl Cation Capture via Electrophilic Deborylation of Organoboronates: Access to α, α′-Substituted Cyclic Ketones
Nguyen, Truong N.,Setthakarn, Krit,May, Jeremy A.
supporting information, p. 7837 - 7840 (2019/10/16)
An umpolung strategy to synthesize α,α′-substituted cyclic ketones through the nucleophilic addition of organoboronates to α-hydroxyl silyl enol ethers is described. The reaction proceeds via the trapping of in situ generated oxyallyl cations via the electrophilic deborylation of C(sp2) and C(sp) borates. This efficient and straightforward method provides direct access to α-substituted silyl enol ethers in high yield with complete regioselectivity. Desilylation in a one-pot procedure provides the corresponding α,α′-disubstituted ketones with high diastereoselectivity.
Heterogeneous platinum catalytic aerobic oxidation of cyclopentane-1,2- diols to cyclopentane-1,2-diones
Reile, Indrek,Kalle, Sigrid,Werner, Franz,J?rving, Ivar,Kudrjashova, Marina,Paju, Anne,Lopp, Margus
, p. 3608 - 3613 (2014/05/20)
A method for the aerobic oxidation of cyclopentane-1,2-diols to the corresponding diketones over a commercial heterogeneous Pt/C catalyst is described. Unsubstituted and 3- or 4-substituted cyclopentane-1,2-diols are oxidized to 1,2-dicarbonyl compounds in good yields under the reported optimized reaction conditions (atmospheric air, 1 mol % of catalyst, 1 equiv of LiOH, aqueous solvents and 60 °C temperature). The method is applicable for producing cyclopentane-1,2-diketones in a scalable manner.
Thermal decomposition of ascorbic acid
Vernin, Gaston,Chakib, Soundouss,Rogacheva, Sonia M.,Obretenov, Tzvetan D.,Parkanyi, Cyril
, p. 1 - 15 (2007/10/03)
Thermal degradation of L-ascorbic acid at 300 °C in the absence of a solvent yielded mostly furan derivatives and α,β-unsaturated cyclic ketones with a five-membered ring. Some of the furan derivatives are the same as those obtained in the Maillard reaction, with the reductones undergoing retroaldol reaction, decarboxylation, oxidation, and hydrolysis. In propylene glycol, under milder conditions (180 °C), the carbonyl and dicarbonyl derivatives resulting from the decomposition react with the solvent and give cyclic acetals and ketals (1,3-dioxolanes). The products were identified by GC-MS using the SPECMA data bank.