7477-77-2Relevant academic research and scientific papers
Copper-catalyzed aerobic C-C bond cleavage of lactols with N-hydroxy phthalimide for synthesis of lactones
Tnay, Ya Lin,Chiba, Shunsuke
supporting information, p. 873 - 877 (2015/04/14)
The transformation of cyclic hemiacetals (lactols) into lactones has been achieved by Cu-catalyzed aerobic C-C bond cleavage in the presence of N-hydroxy phthalimide (NHPI). The present process is composed of a multistep sequence including a) formation of exo-cyclic enol ethers by dehydration; b) addition of phthalimide N-oxyl radical to the enol ethers followed by trapping of the resulting C-radicals with molecular oxygen to form peroxy radicals; c) reductive generation of oxy radicals and subsequent β-radical fragmentation to generate lactones.
A New Route to 2(5H)-Furanones via Ruthenium-catalysed Oxidative Cyclocarbonylation of Allylic Alcohols
Kondo, Teruyuki,Kodoi, Kouichi,Mitsudo, Take-aki,Watanabe, Yoshihisa
, p. 755 - 756 (2007/10/02)
Several 2(5H)-furanoses are readily prepared in moderate to high yields by ruthenium-catalysed oxidative cyclocarbonylation of 1,1-disubstituted allyl alcohols.
METHYL 3-PHENYLSULPHONYL ORTHOPROPIONATE: AN EFFICIENT REAGENT FOR THE SYNTHESIS OF γ-LACTONES AND BUTENOLIDES
Carretero, Juan Carlos,Lombaert, Stephane De,Ghosez, Leon
, p. 2135 - 2138 (2007/10/02)
Treatment of methyl 3-phenylsulphonyl orthopropionate with n-BuLi gives the corresponding carbanion which reacts with aldehydes or ketones to yield β-phenylsulphonyl-γ-lactones.Base-catalysed elimination yields α,β or β,γ-butenolides.
Reaction of Olefins with Malonic Acid Derivatives in the Presence of Manganese(III) Acetate
Fujimoto, Noriyuki,Nishino, Hiroshi,Kurosawa, Kazu
, p. 3161 - 3168 (2007/10/02)
The reaction of methylmalonic acid with mono- and disubstituted olefins in the presence of manganese(III) acetate yielded 2-carboxy-2-methyl-4-butanolides in moderate to good yields.The reactions of bromomalonic acid and chloromalonic acid with a variety
ETUDE DE L'ACTION DES ALKYLMAGNESIENS PRIMAIRES ET ARYLMAGNESIENS SUR LES ANHYDRIDES TRICYCLIQUES PONTES
Canonne, P.,Akssira, M.,Fytas, G.
, p. 1809 - 1816 (2007/10/02)
The reaction of primary alkyl and aromatic Grignard reagents with bridged tricyclic dicarboxylic anhydrides gives the corresponding dialkylated tricyclic lactones via di-addition process.The lactones were transformed by retro-Diels-Alder reaction into 4,4-dialkylated butenolides.
REACTION DES ORGANOLITHIENS AVEC L'ETHOXY-5 DIHYDRO-2,5 FURANNONE-2. PREPARATION DE δ-2 BUTENOLIDES DISUBSTITUES SUR LE CARBONE-4.
Machado-Araujo, Francisca W. L.,Gore, Jacques
, p. 2897 - 2904 (2007/10/02)
Organolithium react with 5-ethoxy 2,5 dihydro-furan-2-one 1, easily obtained by photoxidation of furfural, leading selectively to 5-hydroxy-2,5-dihydro-furans 4 or to 5-ethoxy-2,5 dihydro-furans 5 disubstituted on carbon 4; the oxydation of the hemi-acetals 4 transforms them with good yields in Δ-2 butenolides disubstituted on carbon 4.
Lactones, I: Synthesis of Dihydroxylated Diphenylethanamines via &α-Amino-&γ-lactones
Lehmann, Jochen
, p. 241 - 249 (2007/10/02)
Treatment of α-amino-γ-lactones with phenyllithium yields the 2-amino-1,1-diphenylalkane-1,4-diols 2a-f which can be classified as dihydroxylated diphenylethanamines.
The Oxidation of 3,3-Diphenyl-2-propenoic Acid with Manganese(III) Acetate
Kurosawa, Kazu,Tsujita, Tsuyoshi
, p. 2391 - 2394 (2007/10/02)
The oxidation of 3,3-diphenyl-2-propenoic acid with manganese(III) acetate in boiling acetic gave 3,3-diphenyl-2-propenyl acetate, 4-acetoxymethyl-5,5-diphenyltetrahydro-2-furanone, 3,3-diphenyl-2-propenal, 5,5-diphenyl-2,5-dihydro-2-furanone, 4-acetoxy-5,5-diphenyltetrahydro-2-furanone, benzophenone, and 2-oxo-5,5-diphenyltetrahydro-4-furancarboxylic acid.The reaction pathways are discussed.
A FACILE AND GENERAL ROUTE TO 4-SUBSTITUTED-2 BUTENOLIDES
Canonne, Persephone,Akssira, Mohamed,Lemay, Gilles
, p. 2611 - 2614 (2007/10/02)
Grignar reagents react with 7-oxabicyclohept-5-ene-2,3-dicarboxylic anhydride and produce in high yields the corresponding substituted bicyclo-γ-butanolides.These lactones produce the title compounds by retro Diels-Alder reaction during distillation.
