- Platinum-on-Carbon-Catalyzed Aqueous Oxidative Lactonization of Diols by Using Molecular Oxygen
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A lactonization of various diols catalyzed by platinum on carbon (Pt/C) in water under an atmosphere of molecular oxygen was developed. Derivatives of 1,4- 1,5- and 1,6-diols were transformed into the corresponding five-, six-, and seven-membered lactones by the present oxidative lactonization method.
- Ban, Kazuho,Sajiki, Hironao,Sawama, Yoshinari,Takakura, Ryoya
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supporting information
p. 1919 - 1923
(2019/09/30)
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- Synthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane
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An efficient method for preparation of substituted 1,2-phenylenedimethanols and aliphatic 1,4-diols that are valuable intermediates in organic synthesis, has been developed by the base-promoted reduction of isobenzofuran-1(3H)-ones and γ-lactones with silane under mild conditions. Compared with traditional procedures using stoichiometric amounts of metal hydrides and alkyl reductants, the present method avoids the use of sensitive reagents and is operationally simple and a broad variety of functional groups are tolerated.
- Liu, Bin,Zhou, Xigeng
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supporting information
p. 725 - 728
(2018/12/11)
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- Enantioselective Synthesis of 6,6-Disubstituted Pentafulvenes Containing a Chiral Pendant Hydroxy Group
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Simple enantioselective synthesis of 6,6-disubstituted pentafulvenes bearing chiral pendant hydroxy groups are attained by cascade reactivity using commercially available proline-based organocatalysts. Condensation of cyclopentadiene with the acetyl function of a 1,2-formylacetophenone, followed by cyclization of a resulting fulvene-stabilized carbanion with the formyl group, generates bicyclic chiral alcohols with initial er values up to 94:6. Exceptional enantio-enrichment of the resultant alcohols results upon crystallization—even near racemic samples spontaneously de-racemize. This enables new families of substituted cyclopentadienes that are both enantiomerically and diastereomerically pure to be rapidly attained.
- Nouch, Ryan,Cini, Melchior,Magre, Marc,Abid, Mohammed,Diéguez, Montserrat,Pàmies, Oscar,Woodward, Simon,Lewis, William
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supporting information
p. 17195 - 17198
(2017/11/27)
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- New chiral ligands: 1,4-diols prepared from (S)-1-phenylethanol
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The stereochemistry of condensation of dilithiated 1-phenylethanol with various carbonyl compounds was investigated. In most cases the reaction proceeds nonstreoselectively, and only in the condensation with PhCOBu-t and 2,4-(MeO)2C6H3COPh only one of the diastereomeric diols prevailed. It was shown by XRD analysis that in the prevailing diastereomeric diol the newly formed chiral carbinol center possessed the same configuration as the initial alcohol. The synthesized diols form homochiral dimers in the crystal lattice.
- Shishkina,Sokolovskaya,Potekhin,Nelyubina,Askerov,Dem'Yanovich
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experimental part
p. 1332 - 1338
(2011/01/04)
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- Inhibitors of phenylalanine ammonia-lyase: Substituted derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid
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Six derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid were synthesized. The compounds were tested both as inhibitors of buckwheat phenylalanine ammonia-lyase (in vitro) and as inhibitors of anthocyanin biosynthesis (in vivo). (±)-2-Amino-4-bromoindane-2-phosphonic acid was found to be the strongest inhibitor from investigated compounds. The results obtained are a basis for design of phenylalanine ammonia-lyase inhibitors useful in the enzyme structure studies in photo labelling experiments.
- Miziak, Piotr,Zon, Jerzy,Amrhein, Nikolaus,Gancarz, Roman
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p. 407 - 415
(2007/10/03)
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- Novel Reduction of Carboxylic Acids, Esters, Amides and Nitriles Using Samarium Diiodide in the Presence of Water
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Aromatic carboxylic acids, esters, amides, nitriles, chlorides, ketones and nitro compounds were rapidly reduced by the samarium diiodide-H2O system to the corresponding products at room temperature in good yields.
- Kamochi, Yasuko,Kudo, Tadahiro
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p. 1495 - 1498
(2007/10/02)
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- 4,5 Dihydroimidazole compounds which have useful pharmaceutical utility
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A compound of formula (I): STR1 or a pharmaceutically acceptable salt, ester or amide thereof, or a pharmaceutically acceptable solvate thereof, wherein: Z represents a residue of a substituted or unsubstituted aryl group, A1 represents a subst
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