51307-01-8Relevant academic research and scientific papers
Convenient and easy access to 2-hydroxycyclopent-2-enones from acylcyanohydrins
Pantin, Mathilde,Bodinier, Florent,Saillour, Jordan,Youssouf, Yassine M.,Boeda, Fabien,Pearson-Long, Morwenna S.M.,Bertus, Philippe
, p. 4657 - 4662 (2019/07/16)
A convenient access to 2-hydroxycyclopentenones was designed from acylcyanohydrins, by using titanacyclopropane complexes as nucleophilic partners and an intramolecular aldol condensation in basic conditions. The development of a one-pot procedure allows a step- and atom-economic process, and the use of Grignard reagents other than ethylmagnesium bromide provided valuable 3,4-disubstituted 2-hydroxycyclopentenones. The utility of the hydroxy group was illustrated by further functionalization of the α-position using palladium-mediated cross-coupling reactions.
Synthesis of Cyclic 3-Aryl-Substituted 1,2-Dicarbonyl Compounds via Suzuki Cross-Coupling Reactions
Lopu?anskaja, Eleana,Paju, Anne,J?rving, Ivar,Lopp, Margus
, p. 1883 - 1890 (2018/02/19)
A method for the synthesis of cyclic 3-aryl and heteroaryl-substituted 1,2-dicarbonyl compounds with different ring sizes by using a Suzuki cross-coupling reaction between 3-halo-1,2-dicarbonyl compounds and arylboronic acids is developed. The 3-halo-1,2-dicarbonyl substrates are easily available from 1,2-dicarbonyl compounds. The method is versatile, affording good to high yields of the target compounds.
Asymmetric synthesis of 2-aryl-5-oxotetrahydrofuran-2-carboxylic acids
Jogi, Artur,Paju, Anne,Pehk, Tonis,Kailas, Tiiu,Mueuerisepp, Aleksander-Mati,Kanger, Tonis,Lopp, Margus
, p. 3031 - 3036 (2008/02/08)
3-Aryl-2-hydroxycyclopent-2-en-1-ones, when subjected to asymmetric oxidation, result in enantiomerically enriched 2-aryl-5-oxotetrahydrofuran-2- carboxylic acids. Electron-donating substituents in the para position of the phenyl ring increase the yield and decrease the enantioselectivity of the process. Georg Thieme Verlag Stuttgart.
Dioxolanones as Synthetic Intermediates. Part 1. Synthesis of α-Keto Acids, α-Keto Aldehydes, and α-Ketols
Ramage, Robert,Griffiths, Gareth J.,Shutt, Fiona E.,Sweeney, John N. A.
, p. 1531 - 1537 (2007/10/02)
2,2-Pentamethylene-1,3-dioxolan-4-one (10) has been elaborated to provide 5'-ylidene derivatives using a Wittig approach.This apparently novel class of compounds is subject to nucleophilic attack at the 4-position because of strain inherent in the 5-membered ring.Thus alkaline hydrolysis leads to the formation of α-keto acids; hydride reduction of dioxolanones incorporating conjugated aryl substituents using di-isobutylaluminium hydride leads to α-keto-aldehydes; the reaction of dioxolanone (15) with methylmagnesium iodide gave the α-ketol (40).
ADDITION VON ALDEHYDEN AN AKTIVIERTE DOPPELBINDUNGEN, XXVII. MITTEILUNG : EIN EINFACHER WEG ZU 2-HYROXY-CYCLOPENTENONEN
Stetter, H.,Schlenker, W.
, p. 3479 - 3482 (2007/10/02)
A new, easy synthetic route to 2-hydroxy-3-alkyl-cyclopentenones starting from the thiazolium salt catalyzed addition of aldehydes to 1-acetoxy-3-buten-2-one is described.
Studies on substances having antiviral activity. Thiosemicarbazones of indandione, cyclopentenediones and pentanediones
Giannella,Gualtieri,Melchiorre,Pigini
, p. 597 - 610 (2007/10/09)
In order to evaluate the effect of structural modifications on antiviral activity of the dithiosemicarbazones of 1,3 indandione and 2 hydroxyimino 1,3 indandione, several derivatives of substituted 1,3 indandiones, 4 cyclopenten 1,3 diones and 2,4 pentand
