133286-42-7Relevant academic research and scientific papers
Synthesis and evaluation of the molluscicidal activity of the 5,6-dimethyl-dihydro-pyran-2,4-dione and 6-substituted analogous
De Souza, Laura Cristiane,Dos Santos, Aldenir Feitosa,Sant'Ana, Antonio Euzebio Goulart,De Oliveira Imbroisi, Dennis
, p. 865 - 869 (2004)
Five dihydro-piran-2,4-diones, including 5,6-dimethyl-dihydro-piran-2,4- dione one of the intermediates of the synthesis of caloverticilic acid, were synthesized and submitted to molluscicidal bioassay. The compound's yields varied from moderate to good (42%- 80%) and were achieved through the preparation of the dianion of ethyl acetoacetate, reaction with and aldehyde followed by hydrolysis of the ester (NaOH, H2O, 2 h, T.A.) and lactonization in acidic medium (HCl, 0°C). The 5,6-dimethyl-dihydro-piran-2, 4-dione and three analogous dihydro-piran-2,4-diones 6-substituted,-phenyl, (4-methoxy-phenyl), and -propenyl, showed significant activities against the Biomphalaria glabrata egg masses, while the analogous 6-(3,4-dimethoxy-phenyl) was inactive as molluscicide. This activity is reported for the first time, extending the range of biological activities of this group.
Annulation of 2H-pyran onto 1-Oxa- or 1-azacyclohexane-2,4-diones and their analogues via sequential condensation with -substituted enals and 6π-electrocyclization
Hossain, Md. Imran,Shaban, Elkhabiry,Ikemi, Taku,Peng, Wei,Kawafuchi, Hiroyuki,Inokuchi, Tsutomu
supporting information, p. 870 - 879 (2013/08/15)
2H-Pyrans are constructed on a 1-oxa- or 1-azacyclohexane-2,4-dione core via Knoevenagel condensation with enals followed by 6π.electrocyclization, which are readily catalyzed with ethylenediammonium diacetate. This formal [3 + 3] strategy constitutes CO
Ring opening/fragmentation of dihydropyrones for the synthesis of homopropargyl alcohols
Tummatorn, Jumreang,Dudley, Gregory B.
, p. 5050 - 5051 (2008/10/09)
Ring-opening/C-C bond cleavage reactions induced by nucleophilic addition of methyl Grignard to 5,6-dihydro-2-pyrone (DHP) triflates 1 furnish homopropargyl alcohols (1 → 2) stereospecifically with respect to the stereochemistry of 1. Carbonyl extrusion from DHP triflates provides a unified and operationally simple strategy for preparing chiral homopropargyl alcohols. Copyright
Synthesis of 3- and 5-alkyl-6-alkyl(aryl)tetrahydropyran-2,4-diones by the condensation of β-oxo acid esters with aldehydes and ketones
Lokot',Pashkovskii,Lakhvich
, p. 707 - 714 (2007/10/03)
A method is proposed for obtaining 3- and 5-alkyl-6-alkyl(aryl)tetrahydropyran-2,4-diones based on the condensation of the dianion of alkyl(dialkyl)acetoacetic ester with aldehydes and ketones.
