99523-16-7Relevant academic research and scientific papers
Asymmetric Reduction of Lactam-Based β-Aminoacrylates. Synthesis of Heterocyclic β2-Amino Acids
Campello, Hugo Rego,Parker, Jeremy,Perry, Matthew,Ryberg, Per,Gallagher, Timothy
supporting information, p. 4124 - 4127 (2016/08/30)
The ability to affect asymmetric reduction of heterocyclic β-aminoacrylates 1 (n = 1-3) has been assessed with pyrrolidine and piperidone variants generating the corresponding N-heterocyclic β2-amino acids 3b and 5b with high enantioselectivity
Synthesis of neo-tanshinlactone Via the palladium-mediated intramolecular biaryl coupling reaction
Abe, Hitoshi,Kawai, Toshitaka,Komatsu, Yoshinori,Kamimura, Mayu,Takeuchi, Yasuo,Horino, Yoshikazu
, p. 785 - 789 (2013/08/15)
Neo-tanshinlactone (1) was synthesized by the intramolecular aryl-aryl coupling reaction of the precursor ester, which was prepared from the corresponding furan carboxylic acid (13) and naphthol (3), using a palladium reagent.
A synthesis of (±)-sparteine
Buttler, Thomas,Fleming, Ian,Gonsior, Sabine,Kim, Bo-Hye,Sung, A.-Young,Woo, Hee-Gweon
, p. 1557 - 1567 (2007/10/03)
In a synthesis of racemic sparteine, Diels Alder reaction between dimethyl bromomesaconate 14 and dicyclopentenyl 4, followed by cyclopropane formation, set up the stereochemistry at C-1 and C-5 as S and R, respectively, in a meso intermediate 8. The ster
Chemical synthesis, iron redox interactions and charge transfer complex formation of alkylitaconic acids from Ceriporiopsis subvermispora.
Enoki, Makiko,Honda, Yoichi,Kuwahara, Masaaki,Watanabe, Takashi
, p. 9 - 20 (2007/10/03)
In 1999, we first reported that a white rot fungus, Ceriporiopsis subvermispora produced a series of novel alkylitaconic acids (ceriporic acids). In the present paper we synthesized the metabolite, 1-nonadecene-2,3-dicarboxylic acid (ceriporic acid B) by Grignard reaction to analyze chemical properties of the alkylitaconates. Mass spectrometer (MS) and nuclear magnetic resonance (NMR) spectra of the synthetic compound was identical to those of the fungal metabolite isolated. The dicarboxylic acid inhibited autoxidation of Fe(2+) to Fe(3+) as well as reduction of Fe(3+) to Fe(2+) by the strong natural reductants, cysteine, glutathione, and ascorbic acid. The formation of charge transfer complexes (CTCs) between 1-heptadecene-2,3-dicarboxylic acid and oxidized intermediates from phenolic substrates were also observed. Thus, we herein report that the new class of lipid-related metabolites produced by C. subvermispora are potential metabolites participating in the control of iron redox reactions and CTCs formation from oxidized lignin fragments.
Improved synthesis and reaction of dimethyl a-(bromomethyl) fumarate with primary amines
Besbes,Villieras,Amri
, p. 5 - 8 (2007/10/03)
Dimethyl α-(bromomethyl) fumarate (2) has been prepared in one pot by addition of bromine to dimethyl itaconate and dehydrobromination with triethylamine. The allylic bromide 2, reacts with primary amines via two successive allylic substitutions and followed by lactamization at a high temperature (above 150°C) to give 4-methoxycarbonyl-1-N-alkyl-Δ3-pyrrolin-2-ones (7) in good yields.
