78376-10-0Relevant academic research and scientific papers
A novel synthetic protocol for the synthesis of pulvinones, and naturally occurring Aspulvinone E, molecules of medicinal interest
Igglessi-Markopoulou, Olga,Katsamakas, Sotirios,Markopoulos, John,Prousis, Kyriakos C.
supporting information, (2021/11/22)
A novel two step methodology for readily accessible natural “pulvinone” derivatives in excellent yields has been developed starting from activated precursors, bearing a functionalized 1,3-dioxolane-2,4-diones (OCA’s), as dually protected-activated synthon
Silver-Catalyzed tert-Butyl 3-Oxopent-4-ynoate π-Cyclizations: Controlling the Ring Size - Hydroxypyrone or Pulvinone Formation - By Counterion and Additive Optimization
Hermann, David,Brückner, Reinhard
, p. 7455 - 7460 (2019/01/03)
tert-Butyl 2,5-diaryl-3-oxopent-4-ynoates, obtained from arylacetylenes and the acid chloride of tert-butyl 2-phenylmalonate, represent strongly enolized β-ketoesters. Their C≡C bonds were activated by Ag(I) salts so that de-tert-butylating π-cyclizations
Functionalization of diazotetronic acid and application in a stereoselective modular synthesis of pulvinone, aspulvinones A-E, G, Q and their analogues
Manchoju, Amarender,Annadate, Ritesh A.,Desquien, Lise,Pansare, Sunil V.
, p. 6224 - 6238 (2018/09/10)
A modular synthesis of aspulvinones A, B, C, D, E, G and the recently isolated aspulvinone Q was developed. The methodology features a highly stereoselective aldol condensation of diazotetronic acid with aldehydes to provide 5-arylidene diazotetronates. S
Access to Tetronic Acids via Silver-Catalyzed CO2 Incorporation into Conjugated Ynones
Sadamitsu, Yuta,Komatsuki, Keiichi,Saito, Kodai,Yamada, Tohru
, p. 3191 - 3194 (2017/06/23)
Facile and versatile access to highly functionalized tetronic acids has been successfully achieved through the reaction of conjugated ynones with carbon dioxide. In the presence of a base, the enolates generated from the ynones capture CO2 via
A facile synthesis, antibacterial activity of pulvinone and its derivatives
Xu, Hai-Wei,Xu, Chao,Fan, Zi-Qi,Zhao, Ling-Jie,Liu, Hong-Min
, p. 737 - 739 (2013/02/25)
Pulvinone and several 3-fluoro-4-morpholino substituted pulvinone derivatives were synthesized in five steps from a common precursor, phenyl acetic acid. Most of synthetic morpholine substituted pulvinones showed inhibitory activity against Esherichia col
Synthesis of pulvinones via tandem Dieckmann condensation-alkoxide β-elimination
Nadal, Brice,Rouleau, Julien,Besnard, Hélène,Thuéry, Pierre,Le Gall, Thierry
experimental part, p. 2605 - 2611 (2011/04/25)
A series of pulvinones were prepared in three steps from a common precursor, methyl 3-phenylglycidate. This compound was readily converted to several diesters containing an ether function. Then, treatment of these compounds with lithium hexamethyldisilazide afforded the corresponding pulvinones, via tandem Dieckmann condensation-alkoxide β-elimination. The use of a 2,2,2-trifluoroethyl ether instead of a methyl ether facilitated the ?-elimination and led to better yields of product.
Novel synthesis of naturally occurring pulvinones: A heck coupling, transesterification, and Dieckmann condensation strategy
Bernier, David,Brueckner, Reinhard
, p. 2249 - 2272 (2008/03/12)
Phosphine-free Heck alkenylations of iodoarenes with trifluoroethyl 2-acetoxyacrylate (19) led stereoselectively to trifluoroethyl (Z)-2-acetoxycinnamates 31-34, 42, 44, and 51. Deacetylation followed by acylation with N,N′-dicyclohexylcarbodiimide activa
Pigments of Fungi. XV An Efficient, Unambiguous Route to Unsymmetrically Substituted Dibenzyl Acyloins and their Use in the Synthesis of Fungus Pigments of the Pulvinone and Grevillin Types
Gill, Melvyn,Kiefel, Milton J.,Lally, Deborah A.,Ten, Abilio
, p. 1497 - 1518 (2007/10/02)
Dibenzyl acyloins including those bearing unsymetrically disposed aryl residues are assembled in high yield by reaction between the O-trimethylsilyl ethers of arylacetaldehyde cyanohydrins and benzyl Grignard reagents.These acyloins are deprotonated with
The Structures of the Hydrolysis Products from 3,3,4,4-Tetrahydroxy-5-phenyl-4,5-dihydrofuran-2(3H)-one ("4-Phenyl-2,3-diketo-butyrolactone")
Kollenz, Gert,Biedermann, Adolf,Peters, Karl,Peters, Eva-Maria,Schnering, Hans Georg von
, p. 2976 - 2994 (2007/10/02)
Alkaline hydrolysis of 3,3,4,4-tetrahydroxy-5-phenyl-4,5-dihydrofuran-2(3H)-one (2) leads to complete fragmentation of the molecule with formation of oxalic acid, mandelic acid and benzoic acid.In neutral medium, besides evolution of CO2 and formation of an aci-reductone (3), a small amount of a yellow precipitate is formed, which is shown - in correcting previously published assumptions - to be a mixture of two compounds, namely a furan-2-carboxylic acid derivative (5) and its decarbonylation product, a furan-2-one (6), the basic compound of the "pulvinone"-series.The crystal and molecular structure of (5) has been determined. (5) crystallizes triclinically in space group P (2) with two molecules per unit cell.
Synthesis of (E)- and (Z)-Pulvinones
Campbell, Alexander C.,Maidment, Maurice S.,Pick, John H.,Stevenson, Donald F. M.
, p. 1567 - 1576 (2007/10/02)
Two new routes to pulvinones have been developed, one of which involves a novel Wittig reaction.For the first time, members of the E-series, including the parent (E)-pulvinone, are reported and the structural elucidation of the geometric isomers is descri
