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Relevant bibliographies by topics / A -hydroxy ketones

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Academic literature on the topic 'A -hydroxy ketones'

Author: Grafiati

Published: 4 June 2021

Last updated: 18 February 2022

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Journal articles on the topic "A -hydroxy ketones"

1

Klinot, Jiří, Jan Sejbal, and Alois Vystrčil. "Triterpenoid 2,3-ketols, diols and their acetates: Preparation and conformation of the ring A." Collection of Czechoslovak Chemical Communications 54, no. 2 (1989): 400–412. http://dx.doi.org/10.1135/cccc19890400.

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19β,28-Epoxy-18α-oleanane derivatives I-III were converted into hydroxy ketones IV, VIII and X, acetoxy ketones V, VII, IX and XI, diols and their mono- and diacetates XII-XXV. Seven of the eight possible isomeric 2,3-diol monoacetates were obtained. Conformation of the ring A in these compounds has been derived from the 1H NMR and IR spectra. In 2β-acetoxy-3-ketone VII, 3α-hydroxy- and 3α-acetoxy-2-ketones VIII and IX, and in 2β,3α-diol monoacetates XVIII and XIX the ring A exists predominantly in a boat conformation.

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2

Médici, Rosario, Hanna Stammes, Stender Kwakernaak, Linda G. Otten, and Ulf Hanefeld. "Assessing the stereoselectivity of Serratia marcescens CECT 977 2,3-butanediol dehydrogenase." Catalysis Science & Technology 7, no. 9 (2017): 1831–37. http://dx.doi.org/10.1039/c7cy00169j.

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3

Dutta, Lakshmi Narayan, Banani De, Godhuli Pal, and Amarendra Patra. "Feasibility of sigmatropic rearrangement on electron-deficient coumarinyl ketones." Canadian Journal of Chemistry 86, no. 5 (May 1, 2008): 401–9. http://dx.doi.org/10.1139/v08-037.

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Different alkyl/aryl 7-hydroxy-8-coumarinyl ketones were converted to 7-O-allyl and 7-O-cyclohexenyl ethers and the study of hitherto unreported sigmatropic rearrangement on 7-O-allyl and 7-O-cyclohex-2'-ene-1'-ylcoumarinyl ketones prepared is accounted herein. The rearrangement yielded alkyl/aryl 6-allyl-7-hydroxy-8-coumarinyl ketones 3 and alkyl/aryl 6-cyclohex-2'-en-1'-yl-7-hydroxy-8-coumarinyl ketones 7 as the major products. Interestingly, unusual selectivity was observed in the case of alkyl 7-O-allylcoumarinyl ketones. Thus alkyl 3-allyl-7-hydroxy-8-coumarinyl ketones 4 and alkyl 8-allyl-7-hydroxy-6-coumarinyl ketones 5 were the outcome from alkyl 7-O-allyl-8-coumarinyl ketones and alkyl 4-methyl-7-O-allyl-8-coumarinyl ketones, respectively, albeit in minor yields.Key words: allyloxycoumarinyl ketones, 7-O-cyclohex-2'-en-1'-ylcoumarinyl ketones, sigmatropic rearrangement, 3-allylcoumarinyl ketones, 8-allylcoumarinyl ketones.

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4

Bjelakovic, Mira, Vladimir Pavlovic, Milan Dabovic, and Ljubinka Lorenc. "Acid-catalyzed and photolytic reactivity of some unsaturated B-nor-5, 10-secosteroidal ketones." Journal of the Serbian Chemical Society 68, no. 4-5 (2003): 303–12. http://dx.doi.org/10.2298/jsc0305303b.

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The acid-catalyzed reaction of (Z)- and (E)-B-nor-5,10-seco-ketones 2 and 3 resulted in an intramolecular cyclization to give the 5-hydroxy-A-nor-1?,5?-10(19)-methylidene derivative 8, the 5?-hydroxy-A-nor-1(10)-unsaturated compound 9 and the 5?,10?-dihydroxy A-nor-product 10, from the (Z)-isomer and the 5-hydroxy-A-nor-1?,5?-10(19)-methylidene product 11, from the (E)-isomer. Upon UV-irradiation, the (Z)- and (E)-seco-ketones 2 and 3 underwent a reversible (Z)/(E) and (E)/(Z)-isomerization and in addition to a transannular photocyclization to afford the 10(19)-methylidene derivatives 8 and 11, respectively, while photolysis of the 10(19)-methylidene-B-nor-5,10-seco-ketone 4 gave the oxetane derivative 12.

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5

Hartshorn, MP, WT Robinson, KH Sutton, and J. Vaughan. "reactions of 2-t-Butyl-4,6-dimethylphenol, 2,4-Di-t-butyl-6-methylphenol and 2,4,6-Tri-t-butylphenol with Nitrogen Dioxide." Australian Journal of Chemistry 38, no. 1 (1985): 161. http://dx.doi.org/10.1071/ch9850161.

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Reaction of 2-t-butyl-4,6-dimethylphenol(10) with nitrogen dioxide in benzene gives the C4-epimeric 4,5,6-trinitrocyclohex-2-enones (13) and (14). In contrast, similar reaction of 2,4-di-t-butyl-6-methyl-phenol (11) gives substituted cyclohex-3-enones, 2,5,6-trinitro ketones (20)- (23), 2-hydroxy-5,6-dinitro ketones (27) and (28) and the 6-hydroxy- 2,5-dinitro ketone (29). Reaction of 2,4,6-tri-t-butylphenol (12) with nitrogen dioxide gives initially the 4-nitro dienone (35), but de-t- butylated products (36) and (37) are formed in long-term reactions. X- ray crystal structures are reported for compounds (13),(14),(21),(22), (23), (27), (28) and (29).

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6

Coleman, W. M., and Bert M. Gordon. "Examinations of the Matrix Isolation Infrared Spectra of Organic Compounds: PART XIII." Applied Spectroscopy 43, no. 2 (February 1989): 305–10. http://dx.doi.org/10.1366/0003702894203246.

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Matrix isolation Fourier transform infrared (MI/FT-IR) spectra have been collected on a series of internal alkenes, a series of hydroxy-substituted ketones, and a series of hydroxy-substituted esters. Assignments of double bond position and geometry are possible in the alkenes, due to the resolution of absorption bands of very similar energies. The location of the absorption bands for the alkenes was found to be very similar to the values found for the vapor-phase and condensed-phase spectra. Multiple carbonyl absorptions have been found in the MI/FT-IR spectra of the hydroxy ketones and hydroxy esters. Trends in the multiplicity of the carbonyl absorption patterns for these compounds as a function of ring size and hydroxyl carbon substitution have been used to document the presence of extensive intramolecular hydrogen bonding. The argon matrix as a phase for the study of stable organic compounds has, again, with this information, been shown to be unique.

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7

Hartshorn, MP, WT Robinson, AG Waller, and GJ Wright. "Reactions of 6-Benzyl-2-t-butyl-4,6-dimethyl-cyclohexa-2,4-dienone and 6-Benzyl-4-t-butyl-2,6-dimethylcyclohexa-2,4-dienone With Nitrogen Dioxide." Australian Journal of Chemistry 42, no. 9 (1989): 1547. http://dx.doi.org/10.1071/ch9891547.

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Reaction of the 2-t-butyl-4-methylcyclohexa-2,4-dienone (7) with nitrogen dioxide in benzene gives the four 4,5-dinitrocyclohex-2-enones (9)-(12), the three 2,5-dinitrocyclohex-3-enones (13)-(15), and the 2-hydroxy-5-nitrocyclohex-3-enone (17). Under the same reaction conditions the 4-t-butyl-2-methylcyclohexa-2,4-dienone (8) gives the four 2,5-dinitrocyclohex-3-enones (19)-(22), and the three 2-hydroxy-5-nitrocyclohex-3-enones (23)-(25). X-Ray structure determinations are reported for compounds (9), (10), (13), (14), (19) and (25). In solution at 40 the dinitro ketone (20) rearranges to give dinitro ketone (19) and 2-hydroxy-5-nitro ketones (23) and (24). The reaction mechanisms for the various reactions are discussed.

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8

Cozzi, Pier Giorgio, Sandro Gambarotta, Magda Monari, and Luca Zoli. "Convenient Preparation of Chiral Dipyrrolylmethanes Containing a Chiral Moiety." Collection of Czechoslovak Chemical Communications 72, no. 8 (2007): 1046–56. http://dx.doi.org/10.1135/cccc20071046.

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A variety of chiral bis-pyrroles have been made readily accessible via acid-catalyzed condensation of chiral ketones with pyrrole. Three representative chiral ketones 2-4 taken from the chiral pool were transformed into the corresponding bis-pyrrole derivatives in a straightforward acid-catalyzed condensation. Chiral β-hydroxy ketone derivatives, prepared through proline-catalyzed aldol condensation of acetone and an aldehyde, are readily transformed into the corresponding dipyrrolylmethane by the acid-catalyzed condensation carried out in the same conditions. The crystal structure of the chiral dipyrrolylmethane 2 derived from the (-)-menthone was determined.

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9

Natalia, Dessy, Christina Kohlmann, Marion B. Ansorge-Schumacher, and Lasse Greiner. "Direct Spectrophotometric Assay for Benzaldehyde Lyase Activity." Biotechnology Research International 2011 (July 14, 2011): 1–4. http://dx.doi.org/10.4061/2011/478925.

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Benzaldehyde lyase from Pseudomonas fluorescens Biovar I. (BAL, EC 4.1.2.38) is a versatile catalyst for the organic synthesis of chiral α-hydroxy ketones. To allow fast assessment of enzyme activity, a direct spectrophotometric assay is desirable. Here, a new robust and easy-to-handle assay based on UV absorption is presented. The assay developed is based on the ligation of the α-hydroxy ketone (R)-2,2′-furoin from 2-furaldehyde. A robust assay with direct monitoring of the product is facilitated with a convenient concentration working range minimising experimental associated with low concentrations.

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10

Zeng, Qing-le, Guang-xun Li, Zhuo Tang, and Ling-yu Li. "Solvent-Free Synthesis of α-Amino Ketones from α-Hydroxyl Ketones via A Novel Tandem Reaction Sequence Based on Heyns Rearrangement." Synlett 30, no. 06 (February 19, 2019): 694–98. http://dx.doi.org/10.1055/s-0037-1611731.

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Heyns rearrangement have been famous for carbohydrate chemists for several decades. However, this reaction was underrated as a useful method for synthetic chemists due to preparative shortcomings. Herein we developed an efficient method for the synthesis of pharmaceutically important α-amino ketones from readily available α-hydroxy ketones and secondary amines through a tandem reaction sequence based on Heyns rearrangement. The reaction smoothly proceeded by using catalytic PTSA as catalyst without solvent. Primary and secondary α-hydroxy ketones were readily used and regioselectively afforded the correspondingly α-amino ketones with moderate yield.

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Dissertations / Theses on the topic "A -hydroxy ketones"

1

Lively, Sarah Elizabeth. "Catalytic asymmetric synthesis of #alpha#-hydroxy ketones." Thesis, University of Sheffield, 1996. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.388709.

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2

Aybey, Ayse. "Oxidative Ring Opening Reactions Of A-hydroxy Ketones." Master's thesis, METU, 2008. http://etd.lib.metu.edu.tr/upload/3/12609279/index.pdf.

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Chiral polyfunctionalized 1,5-dicarbonyl compounds are important synthetic intermediates and starting materials for many biologically active compounds so their synthesis has a great importance in the literature. In the first step, 1,3-cyclohexandione and other b-diketone derivatives are protected under acid catalyzation and their corresponding b-keto enol ether derivatives are obtained. These b-keto enol ethers are then converted to a-acetoxy enones in racemic form by Mn(OAc)3 mediated oxidation. Enzymatic kinetic resolution is applied to the racemic acetoxy enones by using different lipases and enantiomerically pure a-acetoxy and hydroxy enones are obtained. Then, dicarbonyl derivatives are obtained by hydrolizing racemic a-acetoxy enones. Oxidative cleavage of racemic a-acetoxy diketones in the presence of oxone gives corresponding racemic 1,5-dimethyl ester derivatives. By using this reaction as a reference, same reactions are applied to the chiral a-acetoxy and hydroxy diketones in order to synthesize chiral a-acetoxy and hydroxy 1,5-diester derivatives.

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3

Ayhan, Peruze. "Novel Bioconversion Reactions For The Syntheses Of A-hydroxy Ketones." Phd thesis, METU, 2009. http://etd.lib.metu.edu.tr/upload/3/12610354/index.pdf.

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The objective of the study presented here was to develop either enzymatic or whole cell mediated green procedures for the syntheses of a-hydroxy ketones. Production of optically active synthons is crucial for the preparation of fine chemicals. Enzymes and whole-cell biocatalysts have proven to be excellent vehicles with their chiral nature for the biotransformations. Under the light of this discussion, firstly benzaldehyde lyase [BAL, (EC 4.1.2.38)] was used in novel C-C bond formation reactions to obtain interesting and biologically important precursors
2-Hydroxy-1-arylethan-1-ones and functionalized aliphatic acyloin derivatives. All the compounds were obtained with high yields and in the case of aliphatic acyloin derivatives with high enantiomeric excesses (ee&rsquo
s). Another strategy was to use whole cell biocatalysis. A.flavus 200120 was found to be a promising biocatalyst with the ability to catalyze a broad range of reactions
reduction, hydrolysis and deracemization, while another fungus
A. oryzae 5048 was utilized in bioreduction reactions of benzil and its derivatives. Each reaction was investigated, optimized and thus enhanced via medium design. Products were obtained with high yields and ee&rsquo
s. To sum up, in this study novel efficient green procedures were developed to synthesize various ahydroxy ketones with high yield and stereoselectivity. These newly established methods present promising alternatives to classical chemical methodologies.

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4

Vaismaa, M. (Matti). "Development of benign synthesis of some terminal α-hydroxy ketones and aldehydes." Doctoral thesis, University of Oulu, 2009. http://urn.fi/urn:isbn:9789514291753.

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Abstract The synthesis of α-hydroxy aldehydes and hydroxymethyl ketones as well as their interconversion to each other are discussed in this thesis. The literature survey of the monograph reviews the synthetic methods for the preparation of 1,2-bifunctionalized hydroxy aldehydes and ketones. The keto-aldehyde isomerisation reaction catalyzed by Triosephosphate isomerase enzyme (TIM) and organic compounds that interact with the TIM are also introduced. In addition, the microwave heating techniques in organic syntheses are reviewed. The practical work consists of two entities: The synthesis of new substrate candidates and transition state analogues for a mutated monomeric TIM. These compounds are model compounds for the catalytic activity and the structural studies of the mutated monomeric TIM. The synthesis of the sulphonyl α-hydroxy ketone-based substrate candidates consists of four successive syntheses. The microwave-activation was utilized in the preparation of a carbon-sulphur bond and the synthesis of hydroxymethyl ketones. The improved synthesis of the terminal α-hydroxy ketone functionality with microwave activation is presented. The formation of charged compounds was utilized to improve the absorption of microwave energy of reaction mixtures. The design and the synthetic work were carried out in accordance to principles of green chemistry. The second part of the practical work is the development of an organocatalytic α-oxybenzoylation reaction of aldehydes with high enantiomeric selectivity. This novel method generated enantiomerically pure α-hydroxy aldehydes in the stable benzoate-protected form from achiral starting materials under mild conditions at the presence of air and moisture.

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5

Whitworth, S. M. "The chemistry of some polycyclic hydroxy-ketones under very strong acid conditions." Thesis, University of Manchester, 1986. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.377485.

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6

Karabacak, Elife Ozlem. "Aspergillus Niger Mediated A-hydroxylation Of Cyclic Ketones." Master's thesis, METU, 2006. http://etd.lib.metu.edu.tr/upload/3/12608088/index.pdf.

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Chiral a -hydroxy ketones are important structural units in many natural products, biologically active compounds and the hydroxyl group has frequently been used as a reagent directing group, such as for the selective elaboration of aldol products. In this work, enzymatic synthesis of both enantiomers of the a -hydroxy ketones (2-hydroxy indanone, 2-hydroxy tetralone) using Aspergillus niger by selective &
#945
-oxidation of ketones (1-indanone, 1-tetralone) was studied. The &
#945
-oxidation of ketones was carried out by using whole cells of Aspergillus niger in different growth media. A. niger whole cell catalyzed reactions afforded (S)-configurated 2- hydroxy-1-tetralone with %87 e.e. in DMSO at pH 5.0. In addition to this,while (S)-configurated 2-hydroxy-1-indanone with %33 e.e. in pH 8.0 (in DMSO) was synthesized, (R)-configurated-2-hyroxy-1-indanone with %32 e.e. in pH 7.0 ( in DMSO) was synthesized.

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7

Baraibar, Alvaro Gomez [Verfasser]. "Development of a biocatalytic production process for (S)-a-hydroxy ketones / Alvaro Gomez Baraibar." Düsseldorf : Universitäts- und Landesbibliothek der Heinrich-Heine-Universität Düsseldorf, 2014. http://d-nb.info/1048428583/34.

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8

Hosrik, Birsu Semra. "Benzaldehyde Lyase From Pseudomonas Fluorescens Biovar I Mediated Biotransformation For The Synthesis Of Chiral Alpha Hydroxy Ketones." Master's thesis, METU, 2010. http://etd.lib.metu.edu.tr/upload/12611456/index.pdf.

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Optically active &
#945
-hydroxy ketones are important subunits of many biologically active compounds and indispensable synthons for asymmetric synthesis. Benzaldehyde Lyase from Pseudomonas fluorescens Biovar I is a novel ThDP-dependent enzyme that catalyzes the synthesis of benzoin type chiral &
#945
-hydroxy ketones starting from both benzaldehyde and racemic benzoin derivatives. Benzaldehyde Lyase is the first example of enzymes in the literature which leads to a chemical resolution of enantiomers of benzoin derivatives through a C-C bond cleavage reaction. Chiral 2-hydroxypropiophenone derivatives are formed by benzaldehyde lyase (BAL), catalyzing C-C bond formation after a selective C-C bond cleavage of a benzoin derivative accepted as a substrate. The enzyme uses only the (R)-benzoin derivatives as substrate for the formation of (R)-HPP derivatives and it is highly stereoselective. Thus, in the presence of the acetaldehyde as the acceptor aldehyde, the C-C bond cleavage of the benzoin molecule followed by the carboligation of the acetaldehyde to yield chiral 2-hydroxy propiophenone derivatives. Given the racemic benzoin to the enzyme as the substrate in the presence of acetaldehyde, both the racemic resolution of the substrate, revealing the unreacted (S)-Benzoin and the formation of the corresponding R-HPP occur.

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9

Kose, Elif. "Chemoenzymatic Synthesis Of 4-hydroxy Enones." Master's thesis, METU, 2004. http://etd.lib.metu.edu.tr/upload/1252519/index.pdf.

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Chiral cyclic polyoxo-ketones are important structural units in many natural products, biologically active compouds, such as prostaglandins, didemnenones, sarkomycin, punaglandin, clavulone, etc. In this work, a chemoenzymatic synthesis of both enantiomers of the &
#945
&rsquo
-acetoxy-&
#945
-methyl and &
#947
-hydroxy-&
#945
-methyl cyclic enones starting from &
#945
-methyl-&
#946
-methoxy cyclic enone is described. Manganese (III) acetate-mediated acetoxylation followed by the enzyme-mediated hydrolysis of &
#945
&rsquo
-acetoxy enone provides acetoxy enones. The reduction of the hydroxy enone, obtained from hydrolysis, furnished both enantiomers of 4-hydroxy enone or &
#947
-hydroxy enone by using LiAlH4. This study is a model for the synthesis of these type compounds

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10

Simsek, Ilke. "Benzaldehyde Lyase Catalyzed Synthesis Of Novel Acyloins." Master's thesis, METU, 2009. http://etd.lib.metu.edu.tr/upload/12610901/index.pdf.

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&
#945
-Hydroxy phosphonates are versatile building blocks for the synthesis of many biologically active compounds that display antiviral, antibacterial, anticancer, pesticide activities beside their enzyme inhibitory activities such as they are the inhibitors of rennin or human immunodeficiency virus (HIV) protease and polymerase. Benzaldehyde lyase is able to catalyze not only C-C bond formation reactions but also C-C bond breaking reactions with high enantioselectivity that brings about the development of new synthetic methodologies for the synthesis of hydroxy ketones which are the key intermediates in the synthesis of many biologically active compounds due to the versatility of stereogenic center for developing structural diversity. There are several synthetic methodologies for the synthesis of hydroxy phoshonates however, in this work we have achieved the synthesis of hydroxy phoshonates through C-C bond forming reactions catalyzed by Benzaldehyde lyase that offers the use of green methodologies. Moreover, we have achieved the synthesis of hydroxy ketones which are versatile building blocks in the synthesis of many biologically active compounds via the immobilization of BAL enzyme on superparamagnetic solid support with high yield and high enantioselectivity.

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Books on the topic "A -hydroxy ketones"

1

Carr, Sinéad. Kinetics and mechanisms of the reactions of chlorine atoms and hydroxyl radicals with a series of halogenated ketones and carboxylic acids. Dublin: University College Dublin, 1996.

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Book chapters on the topic "A -hydroxy ketones"

1

Maryanoff, Bruce E., Han-Cheng Zhang, Michael J. Costanzo, Bruce D. Harris, and Cynthia A. Maryanoff. "Remote Acyclic Diastereocontrol in Hydride Reductions of 1,n-Hydroxy Ketones." In ACS Symposium Series, 138–52. Washington, DC: American Chemical Society, 1996. http://dx.doi.org/10.1021/bk-1996-0641.ch009.

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2

Funabiki, Kazumasa. "Use of Trifluoroacetaldehyde Ethyl Hemiacetal in a Simple and Practical Synthesis of β-Hydroxy-β-trifluoromethylated Ketones." In ACS Symposium Series, 342–55. Washington, DC: American Chemical Society, 2005. http://dx.doi.org/10.1021/bk-2005-0911.ch019.

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3

Campagne, J. M., and Y. Six. "Hydroxy-Substituted Aryl Ketones." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00957.

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4

Landais, Y., and J. M. Vincent. "Of α-Hydroxy Ketones." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00552.

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5

Chataigner, I., A. Harrison-Marchand, and J. Maddaluno. "Of Hydroxy Ketones and Diols." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-01136.

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6

Yus, M., and C. Njera. "Reduction of α-Hydroxy Ketones." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00108.

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7

Constantieux, T., and J. Rodriguez. "2-Hydroxy Ketones and Derivatives." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00355.

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8

Parrain, J. L., and J. Thibonnet. "Oxidation of α-Hydroxy Acetals." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-00668.

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9

Harrison-Marchand, A., I. Chataigner, and J. Maddaluno. "Hydroxy and Sulfanyl Ketones and Derivatives." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-01174.

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10

Harrison-Marchand, A., I. Chataigner, and J. Maddaluno. "From Monoprotected Diols and Hydroxy Sulfides." In Ketones, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-026-01177.

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Reports on the topic "A -hydroxy ketones"

1

Suri, Suresh C., and Jacob C. Marcischak. New Application of Bromotrimethylsilane: Elaboration of Aldehydes/Ketones into Homologous Alpha-Beta-Unsaturated Esters via Beta-Hydroxy Esters. Fort Belvoir, VA: Defense Technical Information Center, January 2003. http://dx.doi.org/10.21236/ada410496.

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