Academic literature on the topic 'Allylic alcohol'

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Journal articles on the topic "Allylic alcohol"

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Ficeri, Vlastimír, Peter Kutschy, Milan Dzurilla, and Ján Imrich. "[3,3]- Versus [1,3]-Sigmatropic Rearrangement of O-Substituted Allyl N-Acylmonothiocarbamates." Collection of Czechoslovak Chemical Communications 59, no. 12 (1994): 2650–62. http://dx.doi.org/10.1135/cccc19942650.

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Substituted allylic alcohols (2-buten-1-ol, 1-buten-3-ol, cinnamyl alcohol and 3-methyl-2-buten-1-ol) react with acyl isothiocyanates (4-chlorobenzoyl, 2,6-difluorobenzoyl, 3-phenylpropenoyl, 2-thienocarbonyl, 3-chloro-2-thienocarbonyl and 3-chloro-2-benzo[b]thienocarbonyl isothiocyanate) with the formation of highly reactive O-substituted allyl N-acylmonothiocarbamates, which either spontaneously or by heating in boiling benzene undergo [3,3]-sigmatropic rearrangement to S-substituted allyl N-acylmonothiocarbamates. The structure of S-esters with isomerized allylic group affords the unequivoc
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Ying, Xiangxian, Yifang Wang, Bin Xiong та ін. "Characterization of an Allylic/Benzyl Alcohol Dehydrogenase from Yokenella sp. Strain WZY002, an Organism Potentially Useful for the Synthesis of α,β-Unsaturated Alcohols from Allylic Aldehydes and Ketones". Applied and Environmental Microbiology 80, № 8 (2014): 2399–409. http://dx.doi.org/10.1128/aem.03980-13.

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ABSTRACTA novel whole-cell biocatalyst with high allylic alcohol-oxidizing activities was screened and identified asYokenellasp. WZY002, which chemoselectively reduced the C=O bond of allylic aldehydes/ketones to the corresponding α,β-unsaturated alcohols at 30°C and pH 8.0. The strain also had the capacity of stereoselectively reducing aromatic ketones to (S)-enantioselective alcohols. The enzyme responsible for the predominant allylic/benzyl alcohol dehydrogenase activity was purified to homogeneity and designated YsADH (alcohol dehydrogenase fromYokenellasp.), which had a calculated subunit
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Jun, Chul-Ho, and Chang-Hee Lee. "Chelation-Assisted C–H and C–C Bond Activation of Allylic Alcohols by a Rh(I) Catalyst under Microwave Irradiation." Synlett 29, no. 06 (2017): 736–41. http://dx.doi.org/10.1055/s-0036-1591697.

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Chelation-assisted Rh(I)-catalyzed ketone synthesis from allylic alcohols and alkenes through C–H and C–C bond activations under microwave irradiation was developed. Aldimine is formed via olefin isomerization of allyl alcohol under Rh(I) catalysis and condensation with 2-amino-3-picoline, followed by continuous C–H and C–C bond activations to produce a dialkyl ketone. The addition of piperidine accelerates the reaction rate by promoting aldimine formation under microwave conditions.
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Li, Anding, Nan Zheng, Kai Guo, Zhongchao Zhang та Zhen Yang. "Electrocatalytic Isomerization of Allylic Alcohols: Straightforward Preparation of β-Aryl-Ketones". Catalysts 12, № 3 (2022): 333. http://dx.doi.org/10.3390/catal12030333.

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Electrochemical synthesis has been rapidly developing over the past few years. Here, we report a practical and eco-friendly electrocatalytic isomerization of allylic alcohols to their corresponding carbonyl compounds. This reaction can be carried out in undivided cells without the addition of external chemical oxidants and metal catalysts. Moreover, this reaction features a broad substrate scope including challenging allylic alcohols bearing tri- and tetra-substituted olefins and affords straightforward access to diverse β-aryl-ketones. Mechanistic investigations suggest that the reactions pro
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Liu, Qiaowen, Feng Han, Hongfeng Zhuang, Tong Zhang, Na Ji, and Chengxia Miao. "Direct deoxygenation of active allylic alcohols via metal-free catalysis." Organic & Biomolecular Chemistry 20, no. 8 (2022): 1680–89. http://dx.doi.org/10.1039/d1ob02168k.

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Ricigliano, J. W., та T. M. Penning. "Synthesis and evaluation of non-steroidal mechanism-based inactivators of 3α-hydroxysteroid dehydrogenase". Biochemical Journal 262, № 1 (1989): 139–49. http://dx.doi.org/10.1042/bj2620139.

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Two non-steroidal mechanism-based inactivators for 3 alpha-hydroxysteroid dehydrogenase (3 alpha-HSD) of rat liver have been synthesized: 1-(4′-nitrophenyl)-2-propen-1-ol (I), and 1-(4′-nitrophenyl)-2-propyn-1-ol (II). Both of these compounds inactivate homogeneous 3 alpha-HSD in a time- and concentration-dependent manner only in the presence of NAD+. Analysis of the pseudo-first-order inactivation data gave a Kd of 1.2 mM for the allylic alcohol and a t1/2 (time required to promote a 50% loss of enzyme activity) for the enzyme of less than 10 s at saturation. Similar inactivation studies with
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Kang, Ye-Won, and Hye-Young Jang. "NHC-catalyzed one-pot oxidation and oxidative esterification of allylic alcohols using TEMPO: the effect of alcohol additives." RSC Adv. 4, no. 84 (2014): 44486–90. http://dx.doi.org/10.1039/c4ra08133a.

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Wang, Jialiang, Wen Huang, Zhengxing Zhang, Xu Xiang, Ruiting Liu, and Xigeng Zhou. "FeCl3·6H2O Catalyzed Disproportionation of Allylic Alcohols and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol." Journal of Organic Chemistry 74, no. 9 (2009): 3299–304. http://dx.doi.org/10.1021/jo900070q.

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Abad, Alberto, Avelino Corma, and Hermenegildo García. "Supported gold nanoparticles for aerobic, solventless oxidation of allylic alcohols." Pure and Applied Chemistry 79, no. 11 (2007): 1847–54. http://dx.doi.org/10.1351/pac200779111847.

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After giving some general considerations about the specific properties of nanoparticles below 20 nm, procedures for size stabilization, and the importance of developing green alcohol oxidation reactions, catalytic data are presented showing that gold nanoparticles (3-7 nm) supported on nanoparticulated ceria (4 nm) are far more chemoselective than related palladium catalysts for the aerobic oxidation of allylic alcohols. Using palladium catalysts, in addition to minor oxidation of the alcohol functional group, we have also observed polymerization, 1-2 hydrogen shift, and hydrogenation. In cont
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Krainova, Gulnaz, Yulia Beloglazova, Maksim Dmitriev, and Victoria Grishko. "Stereoselective Epoxidation of Triterpenic Allylic Alcohols and Cytotoxicity Evaluation of Synthesized Compounds." Molecules 28, no. 2 (2023): 550. http://dx.doi.org/10.3390/molecules28020550.

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The epoxidation process of semi-synthetic triterpenoids 2-methyl-3-oxo-19β,28-epoxy- 18α-olean-1-ene, and its allylic alcohol derivatives were examined. 1,2α-epoxide, as the main product, was found to be formed from the starting enone exposed to m-chloroperbenzoic acid (mCPBA). In the case of hydroxy-directed mCPBA-oxidation of triterpenic allyl alcohols and their 3α-alkyl-substituted derivatives, inversion of C1 and C2 asymmetric centers with the formation of 1,2β-epoxyalcohols took place. The synthesis of 2,3α-epoxides was fulfilled from 2,3-dialkyl-substituted C(3) allyl alcohols by the act
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Dissertations / Theses on the topic "Allylic alcohol"

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Black, Phillip James. "Catalytic electronic activation : the addition of nucleophiles to an allylic alcohol." Thesis, University of Bath, 2002. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.275782.

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Fordred, Paul. "Synthetically useful alkene isomerisation and hydroboration reactions." Thesis, University of Bath, 2012. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.558880.

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Upon treatment with a palladium catalyst and hydrogen gas in the presence of caesium carbonate, a wide range of exomethylenic allylic alcohols were found to afford their corresponding trisubstituted isomers. Although hydrogenation was an unavoidable competing pathway, careful monitoring of the reaction progress allowed the desired isomerised products to be obtained in moderate to excellent yields and high (E):(Z) ratios.
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Liu, Jianguo. "Iridium Catalysed Asymmetric Hydrogenation of Olefins and Dynamic Kinetic Resolution in the Asymmetric Hydrogenation of Allylic Alcohols." Doctoral thesis, Stockholms universitet, Institutionen för organisk kemi, 2017. http://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-140923.

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The work described in this thesis is focused on exploring the efficacy of iridium-catalysed asymmetric hydrogenation of precursors to chiral alcohols and chiral cyclohexanes. A range of allylic alcohols including γ,γ-dialkyl allylic alcohols and (Z)-allylic alcohols were prepared and evaluated in the asymmetric hydrogenation using iridium catalysts resulting in chiral alcohols in high yields and excellent enantioselectivity. This methodology was applied in the formal synthesis of Aliskiren, an efficient renin inhibitor drug, using the asymmetric hydrogenation of an allylic alcohol as a key-ste
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El, Karroumi Jamal. "Réactions de carbonylation de substrats naturels de plantes." Thesis, Toulouse, INPT, 2014. http://www.theses.fr/2014INPT0033/document.

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La fonctionnalisation par voie catalytique de substrats naturels a été menée dans le but d’accroître l’activité biologique reconnue de la molécule naturelle de départ ou de découvrir de nouvelles activités. Des réactions catalytiques telles que l’hydroformylation et l’alcoxycarbonylation mettant en jeu le monoxyde de carbone et catalysées par des complexes du rhodium et du palladium ou encore la réaction de cycloisomérisation catalysée par des complexes d’or ou du platine ont déjà permis d’accéder sélectivement à de nouvelles molécules intéressantes. Dans une première partie nous nous sommes i
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Al, Badri Hashim. "Synthèse et réactivité d'énamines phosphoniques fonctionnelles et de phosphonates allyliques. Applications à la synthèse de diènes fonctionnels utilisés dans la réaction de Diels-Alder." Rouen, 1996. http://www.theses.fr/1996ROUES054.

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Dans ce travail, de nouvelles applications des énamines phosphoniques et des phosphonates allyliques fonctionnels ou non ont été étudiées. La première partie du travail concerne l'étude de la réactivité des énamines 2-phosphoniques 2-fonctionnelles N, N'-diméthylées vis-à-vis de différents nucléophiles. Cette étude a permis l'accès à des phosphonates allyliques 2-fonctionnels qui ont été utilisés dans la synthèse de nouveaux butadiènes 2-carboxylates diversement substitués. Par ailleurs une voie d'accès particulièrement simple aux énamines 2-phosphoniques 2-fonctionnelles N-arylées a été mise
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Kan, Tze-wai Jovi, and 簡紫慧. "Development of new polymer-supported reagents for organic synthesis, solvent effects in samarium promoted allylic alcohol cyclopropanationreactions and time resolved resonance studies of the photodeprotectionof p-hydroxyphenacyl caged phototrigger compounds." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2006. http://hub.hku.hk/bib/B37925660.

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Kan, Tze-wai Jovi. "Development of new polymer-supported reagents for organic synthesis, solvent effects in samarium promoted allylic alcohol cyclopropanation reactions and time resolved resonance studies of the photodeprotection of p-hydroxyphenacyl caged phototrigger compounds." Click to view the E-thesis via HKUTO, 2006. http://sunzi.lib.hku.hk/hkuto/record/B37925660.

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Mouhsine, Bouchaib. "Réactions d'allylation catalysées par des complexes de nickel : applications à la valorisation des composés terpéniques." Electronic Thesis or Diss., Université de Lille (2018-2021), 2021. https://pepite-depot.univ-lille.fr/ToutIDP/EDSMRE/2021/2021LILUR061.pdf.

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En synthèse organique, les réactions d’allylation utilisant des métaux de transition tel que le palladium ou l’iridium ainsi que des réactifs d’allylation tel que des acétates et des carbonates allyliques rencontrent une utilisation très importante. Cependant, en plus de nécessiter l’emploi de métaux précieux, les protocoles ont bien souvent l’inconvénient de conduire à la formation de sels à la fin de la réaction en raison de l’utilisation de bases suffisamment fortes pour activer le nucléophile.Ce mémoire décrit la réaction d’allylation de nucléophiles peu activés en utilisant le nickel, un
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Rahm, Fredrik. "Chiral Pyridine-Containing Ligands for Asymmetric Catalysis. Synthesis and Applications." Doctoral thesis, KTH, Chemistry, 2003. http://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-3564.

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<p>This thesis deals with the design and syntheses of chiral,enantiopure pyridinecontaining ligands and their applicationsin asymmetric catalyis.</p><p>Chiral pyridyl pyrrolidine ligands and pyridyl oxazolineligands were synthesized and employed in thepalladium-catalysed allylic alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate. Theinfluence of the steric properties of the ligands wereinvestigated.</p><p>Ditopic ligands, containing crown ether units as structuralelements, were synthesized and some of the ligands were used asligands in the palladiumcatalysed allylic alkylatio
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Gayet, Arnaud. "Development of New Chiral Bicyclic Ligands : Applications in Catalytic Asymmetric Transfer Hydrogenation, Epoxidations, and Epoxide Rearrangements." Doctoral thesis, Uppsala University, Organic Chemistry, 2005. http://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-4753.

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<p>This thesis describes the synthesis and application of new chiral bicyclic ligands and their application in asymmetric catalysis. The studies involved: [i] The development of novel chiral bicyclic amino sulfur ligands and their use in transfer hydrogenation. [ii] The development of the kinetic resolution of racemic epoxide through the use of chiral lithium amides. [iii] The synthesis and application of chiral bicyclic amine in the organocatalysed epoxidation of alkenes. [iv] Development and application of new chiral diamine ligands in the rearrangement of epoxides into allylic alcohols.</p>
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Books on the topic "Allylic alcohol"

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Kagaku Busshitsu Hyōka Kenkyū Kikō and Shin Enerugī Sangyō Gijutsu Sōgō Kaihatsu Kikō (Japan), eds. Ariru arukōru: Allyl alcohol. Seihin Hyōka Gijutsu Kiban Kikō Kagaku Busshitsu Hyōka Kenkyū Kikō, 2009.

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Courtin, Helene L. Oxidation of allyl alcohol into glycerol by hydrogen peroxideoverTI-ZSM-5. UMIST, 1994.

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Loutchnikov, Andrei. Rhodium-catalyzed coupling reactions of multisubstituted alkenes, arylsubstituted allylic amines, esters and alcohols with arylboronic acids in aqueous media. National Library of Canada, 2003.

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Loutchinkov, Andrei. Rhodium-catalyzed coupling reactions of multisubstituted alkenes, arylsubstituted allylic amines, esters and alcohols with arylboronic acids in aqueous media. 2003.

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Book chapters on the topic "Allylic alcohol"

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Guo, Shao-Hua. "Bulk Free Radical Copolymerization of Allylic Alcohol with Acrylate and Styrene Comonomers." In Solvent-Free Polymerizations and Processes. American Chemical Society, 1999. http://dx.doi.org/10.1021/bk-1998-0713.ch007.

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Gooch, Jan W. "Allyl Alcohol." In Encyclopedic Dictionary of Polymers. Springer New York, 2011. http://dx.doi.org/10.1007/978-1-4419-6247-8_463.

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Schomburg, Dietmar, and Dörte Stephan. "Allyl-alcohol dehydrogenase." In Enzyme Handbook 9. Springer Berlin Heidelberg, 1995. http://dx.doi.org/10.1007/978-3-642-85200-8_54.

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Montgomery, J. "Allylic Alcohol Derived π-Allyl Complexes." In Compounds with Transition Metal-Carbon pi-Bonds and Compounds of Groups 10-8 (Ni, Pd, Pt, Co, Rh, Ir, Fe, Ru, Os). Georg Thieme Verlag KG, 2001. http://dx.doi.org/10.1055/sos-sd-001-00026.

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Whitham, G. H. "Sharpless Epoxidation of a Silylated Allylic Alcohol." In Compounds of Groups 15 (As, Sb, Bi) and Silicon Compounds. Georg Thieme Verlag KG, 2002. http://dx.doi.org/10.1055/sos-sd-004-00674.

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Khedher, I., and A. Ghorbel. "Epoxidation of allylic alcohol by vanadium-montmorillonite catalyst." In Studies in Surface Science and Catalysis. Elsevier, 2000. http://dx.doi.org/10.1016/s0167-2991(00)80437-1.

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Taber, Douglass F. "The Baran Synthesis of Ingenol." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0089.

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The early promise for the biological activity of the derivatives of ingenol 3 has been borne out by the clinical efficacy of the derived angelate, recently approved by the US Food and Drug Administration for the treatment of actinic keratosis. Phil S. Baran of Scripps La Jolla envisioned (Science 2013, 341, 878) a route to 3 based on a rearrange­ment of 2, available by the Pauson–Khand cyclization of the allenyl alkyne 1. One of the partners for the preparation of 1 was available following the Sugai (Synlett 1997, 1297) procedure, by the Claisen rearrangement of triethyl orthopro­pionate 5 with the propargyl alcohol 4 to give 6. Reduction delivered a racemic mix­ture of alcohols. On exposure of the mixture to vinyl acetate and Pseudomonas cepacia lipase, the undesired enantiomer was selectively acetylated to 7, leaving residual 8 of high ee. IBX was found by the Scripps group to be effective at oxidizing 8 without racemization. The other component of 1 was prepared from the inexpensive (+)-3-carene 10. Chlorination followed by ozonolysis delivered 11, that was reduced to the enolate, then alkylated with methyl iodide. Exposure to LiHMDS gave a new enolate, that was added to the aldehyde 9 to give 12. Addition of ethynyl magnesium bromide to the now more open face of 12 proceeded with high diastereoselectivity. Selective silylation of the secondary alcohol followed by silylation of the tertiary alcohol set the stage for the Pauson–Khand cyclization. Following the Brummond protocol, 1 was cyclized to 2. Methyl magnesium bro­mide was added, again to the more open face of the ketone, to give a new tertiary alco­hol. Exposure to stoichiometric OsO4 converted the more available alkene to the cis diol, that was protected as its cyclic carbonate 13. A central challenge in the total synthesis of the ingenanes is the construction of the “inside–outside” skeleton. This was achieved by the pinacol rearrangement of 13 with BF3•OEt2, to give 14. All that remained to complete the synthesis was selective oxidation. Allylic oxi­dation with stoichiometric SeO2 installed the secondary alcohol, that was acety­lated to give 15. The other secondary alcohol was then freed, and dehydrated with the Martin sulfurane, to give 16. A last allylic oxidation completed the synthesis of ingenol 3.
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Friesen, R. W. "1,3-Dienes from β-Elimination of Allylic Alcohol Derivatives." In Compounds with Transition Metal-Carbon pi-Bonds and Compounds of Groups 10-8 (Ni, Pd, Pt, Co, Rh, Ir, Fe, Ru, Os). Georg Thieme Verlag KG, 2001. http://dx.doi.org/10.1055/sos-sd-001-00192.

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Matsumoto, K., and T. Katsuki. "5.3 Oxidation: Epoxidation (Allylic Alcohol, Homoallylic Alcohol, Simple C=C, Electron Deficient C=C)." In Comprehensive Chirality. Elsevier, 2012. http://dx.doi.org/10.1016/b978-0-08-095167-6.00504-8.

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Rizzi, G. P. "Formation of sulfur-containing flavor compounds from allylic alcohol precursors." In Food Flavors: Generation, Analysis and Process Influence, Proceedings of the 8th International Flavor Conference. Elsevier, 1995. http://dx.doi.org/10.1016/s0167-4501(06)80162-7.

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Conference papers on the topic "Allylic alcohol"

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HENRIQUE FREIRE ARAUJO, LUIZ, José Augusto Rosário Rodrigues, FABIO NASARIO, and Paulo José Samenho Moran. "Biocatalytic Redox Reactions with Allylic Alcohols." In XXV Congresso de Iniciação Cientifica da Unicamp. Galoa, 2017. http://dx.doi.org/10.19146/pibic-2017-78725.

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Lattanzi, Alessandra, Antonio Proto, and Arrigo Scettri. "Titanocenes Catalyzed Diastereoselective Epoxidation of Allylic Alcohols." In The 3rd International Electronic Conference on Synthetic Organic Chemistry. MDPI, 1999. http://dx.doi.org/10.3390/ecsoc-3-01747.

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Tabarelli, Greice, Marcelo Godoi, Fábio Z. Galetto, and Antonio Luiz Braga. "Microwave-assisted solvent- and catalyst-free synthesis of allylic thioetheres from allylic alcohols." In 14th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0127-1.

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Rosário Rodrigues, José Augusto, and NatÁlia Maria Polidoro. "Cascade Redox Reactions with allylic alcohols in biocatalysis." In XXIII Congresso de Iniciação Científica da Unicamp. Galoá, 2015. http://dx.doi.org/10.19146/pibic-2015-37703.

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Maria Polidoro, NatÁlia, José Augusto Rosário Rodrigues, FABIO NASARIO, and Paulo José Samenho Moran. "Biocatalytic redox reactions of allylic alcohols catalysed by microorgansims." In XXIV Congresso de Iniciação Científica da UNICAMP - 2016. Galoa, 2016. http://dx.doi.org/10.19146/pibic-2016-51178.

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Kon, Yoshihiro. "Selective monoallylation of anilines to form fine chemicals using allyl alcohol derived from glycerol." In 2022 AOCS Annual Meeting & Expo. American Oil Chemists' Society (AOCS), 2022. http://dx.doi.org/10.21748/mjrr3569.

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Glycerol is an important starting material for the production of value-added chemicals such as electronic materials and pharmaceuticals. We herein present a selective allylation reaction using allyl alcohol which is given from glycerol. First, we show the rhenium catalyzed high-yielding synthesis of allyl alcohol from glycerol through deoxydehydration reaction. Next, the selective N-allyl aniline synthesis from allyl alcohol with aniline is performed. The well-dispersed tungsten oxide supported on zirconium oxide can catalyze the reaction to produce the corresponding mono-allyl compound over
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Oliveira, Caio C., and Carlos Roque D. Correia. "Studies on the Regio- and Enantioselective Heck Arylations of Acyclic Allylic Alcohols." In 15th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013913141742.

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Matyushov, V. F., A. L. Tolstov, L. V. Kobryna, P. S. Yaremov, V. G. Ilyin, and E. V. Lebedev. "Facile synthesis of catalytically active porous titanosilicates for liquid-phase epoxidation of allyl alcohol with hydrogen peroxide." In 2016 International Conference on Nanomaterials: Application & Properties (NAP). IEEE, 2016. http://dx.doi.org/10.1109/nap.2016.7757262.

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