67031-09-8Relevant articles and documents
Development of an O-Vinylation-Ring-Closing Metathesis Strategy to Access 3,3′-3,4-Dihydropyrans
Dechert-Schmitt, Anne-Marie,Cabral, Shawn,Kung, Daniel W.
supporting information, p. 2611 - 2615 (2016/11/11)
Dihydropyrans are common structural motifs that appear in both natural products and pharmaceuticals and are intermediates for the synthesis of tetrahydropyrans. Currently, no reports exist in the literature for the synthesis of 3,3′-differentially disubst
Evidence for a non-concerted, dissoziative mechanism of the palladium-catalyzed enolate Claisen rearrangement of allylic esters
Braun, Manfred,Meletis, Panos,Schrader, Wolfgang
scheme or table, p. 5369 - 5372 (2010/11/18)
In an enolate Claisen rearrangement, deprotonated allyl phenylacetate undergoes a smooth conversion at -78 °C to 2-phenyl-4-pentenoic acid under palladium(O) catalysis. By using labelled starting materials in crossover experiments, the reaction is shown to follow a dissoziative, non-concerted, non-[3,3]-sigmatropic mechanism that involves palladium complexes and carboxylic-acid dianions as intermediates.
Synthesis and structure-antifungal activity relationships of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues: Further refinement of tentative pharmacophore group
Pour, Milan,Spulak, Marcel,Balsanek, Vojtech,Kunes, Jiri,Kubanova, Petra,Buchta, Vladimir
, p. 2843 - 2866 (2007/10/03)
Two series of 3-(substituted phenyl)-5-alkyl-2,5-dihydrofuran-2-ones related to a natural product, (-)incrustoporine, were synthesized and their in vitro antifungal activity evaluated. The compounds with halogen substituents on the phenyl ring exhibited selective antifungal activity against the filamentous strains of Absidia corymbifera and Aspergillus fumigatus. On the other hand, the influence of the lenghth of the alkyl chain at C(5) was marginal. The antifungal effect of the most active compound against the above strains was higher than that of ketoconazole, and close to that of amphotericin B. In order to verify the hypothesis about a possible relationship between the Michael-accepting ability of the compounds and their antifungal activity, a series of simple carbanalogues, 2-(substituted phenyl)cyclopent-2-enones, was prepared and subjected to antifungal activity assay as well.