- ALICYCLIC MUSK FRAGRANCE COMPOUNDS
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The present invention primarily relates to the use of a compound according to the general formula (I) wherein i) m is 1, n is 1, o is 0 or 1, Y is Hydrogen, or ii) m is 2, n is 0, o is 1, Y is methyl, and wherein X is O or methylene, R and R1 are each methyl or form together with the carbon atom attached to a carbonyl group, and R2 is methyl, ethyl, propyl, butyl, butan-2-one-4-yl, tetrahydrofuran-2-yl, or tetrahydrofuran-3-yl, as perfuming ingredients. Moreover, the present invention relates to perfume compositions and perfumed products comprising the before mentioned perfuming ingredients. Still more particularly, the invention relates to a method for producing said perfumed products and a method of imparting and/or increasing musk odor characteristics to perfumed products. This invention also relates to a process for the preparation of said compounds according to the general formula (I).
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- Iron-catalyzed oxidative functionalization of C(sp3)-H bonds under bromide-synergized mild conditions
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An efficient oxidation and functionalization of C-H bonds with an inorganic-ligand supported iron catalyst and hydrogen peroxide to prepare the corresponding ketones was achieved using the bromide ion as a promoter. Preliminary mechanistic investigations indicated that the bromide ion can bind to FeMo6 to form a supramolecular species (FeMo6·2Br), which can effectively catalyze the reaction.
- Yu, Han,Zhao, Qixin,Wei, Zheyu,Wu, Zhikang,Li, Qi,Han, Sheng,Wei, Yongge
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supporting information
p. 7840 - 7843
(2019/07/12)
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- Cross metathesis of allyl alcohols: How to suppress and how to promote double bond isomerization
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Under standard conditions the cross metathesis of allyl alcohols and methyl acrylate is accompanied by the formation of ketones, resulting from uncontrolled and undesired double bond isomerization. By conducting the CM in the presence of phenol, the catalyst loading and the reaction time required for quantiative conversion can be reduced, and isomerization can be suppressed. On the other hand, consecutive isomerization can be deliberately promoted by evaporating excess methyl acrylate after completing cross metathesis and by adding a base or silane as chemical triggers.
- Schmidt, Bernd,Hauke, Sylvia
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p. 4194 - 4206
(2013/07/05)
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- Combined effects on selectivity in Fe-catalyzed methylene oxidation
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Methylene C-H bonds are among the most difficult chemical bonds to selectively functionalize because of their abundance in organic structures and inertness to most chemical reagents. Their selective oxidations in biosynthetic pathways underscore the power of such reactions for streamlining the synthesis of molecules with complex oxygenation patterns. We report that an iron catalyst can achieve methylene C-H bond oxidations in diverse natural-product settings with predictable and high chemo-, site-, and even diastereoselectivities. Electronic, steric, and stereoelectronic factors, which individually promote selectivity with this catalyst, are demonstrated to be powerful control elements when operating in combination in complex molecules. This small-molecule catalyst displays site selectivities complementary to those attained through enzymatic catalysis.
- Chen, Mark S.,White, M. Christina
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scheme or table
p. 533 - 571
(2010/10/05)
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- A convenient route to chiral γ-lactones via asymmetric hydrogenation of γ-ketoesters using the RuCl3-BINAP-HCl catalytic system
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A convenient one-step synthesis of chiral γ-lactones has been performed. The method is based on enantioselective hydrogenation of γ-ketoesters using the RuCl3-BINAP-HCl catalytic system. Chiral γ-lactones (91-99% ee) have been isolated in 57-88% yield.
- Starodubtseva, Eugenia V.,Turova, Olga V.,Vinogradov, Maxim G.,Gorshkova, Lilia S.,Ferapontov, Vladimir A.,Struchkova, Marina I.
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experimental part
p. 11713 - 11717
(2009/04/11)
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- SiO2-TBD as new heterogeneous catalyst for the nef conversion of secondary nitroalkanes under neat conditions
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Treatment of secondary nitroalkanes with neat silica-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), at room temperature, allows the direct conversion of the secondary nitro groups to the corresponding keto carbonyls. Georg Thieme Verlag Stuttgart.
- Ballini, Roberto,Fiorini, Dennis,Maggi, Raimondo,Oro, Chiara,Palmieri, Alessandro,Sartori, Giovanni
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p. 1849 - 1850
(2008/02/09)
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- One-pot synthesis of γ-diketones, γ-keto esters, and conjugated cyclopentenones from nitroalkanes
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Conjugated addition of primary nitroalkanes to α,β-unsaturated ketones or α,β-unsaturated esters, in the presence of two equivalents of DBU, allows the one-pot prepration of γ-diketones or γ-keto esters, respectively. When 2-aryl-1-nitroethane derivatives
- Ballini, Roberto,Barboni, Luciano,Bosica, Giovanna,Fiorini, Dennis
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p. 2725 - 2728
(2007/10/03)
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- A general synthesis of (+)-γ-substituted γ-butyrolactones using a kinetic alkylation-ozonolysis procedure
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A synthesis of (±)-γ-substituted γ-butyrolactones is described in which the key intermediates, γ-ketoesters, are prepared from the readily available 6-methyl-5-hepten-2-one using a kinetic alkylation-ozonolysis procedure; the method allows terminal ester and Z-alkene groups to be incorporated into the side-chain and thus can be used for the synthesis of (+)-γ-jasmolactone as well as other naturally occurring lactones.
- Gavin,Geraghty
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p. 1351 - 1361
(2007/10/02)
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- Electroorganic Chemistry. Part 73. Electroreductive Cross-coupling of 3-Substituted Alkanoic Acid Esters with Aldehydes or Acid Anhydrides
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Elecroreductive cross-coupling reaction of 3-phenylthioalkanoic acids esters (4a) or quaternary ammonium salts of 3-aminoalkanoic acid esters (4b) with aldehydes gave the corresponding γ-lactones in one step.The cross-coupling reaction of (4b) with acid anhydrides leading to the formation of the corresponding γ-keto esters is also described.
- Shono, Tatsuya,Matsumura, Yoshihiro,Kashimura, Shigenori
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p. 1922 - 1935
(2007/10/02)
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- Process for alkanoyl propionates
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The present disclosure is concerned with a process for the preparation of alkanoyl propionates and alkanoyl propionitriles from γ-nitro-alkanecarboxylic acid esters and alkyl-γ-nitro-propionitriles.
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