Relevant bibliographies by topics / Chiral amino alcohols

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  1. Journal articles
  2. Dissertations / Theses
  3. Books
  4. Book chapters
  5. Conference papers

Academic literature on the topic 'Chiral amino alcohols'

Author: Grafiati
Published: 4 June 2025
Last updated: 1 August 2025

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Journal articles on the topic "Chiral amino alcohols"

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Leemans, Laura, Marc D. Walter, Frank Hollmann, Anett Schallmey, and Luuk M. van Langen. "Multi-Catalytic Route for the Synthesis of (S)-Tembamide." Catalysts 9, no. 10 (2019): 822. http://dx.doi.org/10.3390/catal9100822.

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Enantiopure β-amino alcohols constitute one of the most significant building blocks for the synthesis of active pharmaceutical ingredients. Despite the availability of a range of chiral β-amino alcohols from a chiral pool, there is a growing demand for new enantioselective synthetic routes to vicinal amino alcohols and their derivatives. In the present study, an asymmetric 2-step catalytic route that converts 4-anisaldehyde into a β-amino alcohol derivative, (S)-tembamide, with excellent enantiopurity (98% enantiomeric excess) has been developed. The recently published initial step consists in
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Yu, Qiuhan, Weiwen Lu, Zhiqiang Ding, Min Wei, and Zhenya Dai. "Synthesis of novel chiral fluorescent sensors and their application in enantioselective discrimination of chiral carboxylic acids." Journal of Chemical Research 43, no. 9-10 (2019): 340–46. http://dx.doi.org/10.1177/1747519819867619.

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Novel chiral fluorescent sensors are synthesized from a dibromide containing a tetraphenylethylene moiety and enantiomerically pure amino alcohols and an amine. The sensors are applied for the chiral recognition of a wide range of chiral carboxylic acids and related derivatives.
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Vatmurge, Namdev S., Braja G. Hazra, and Vandana S. Pore. "Syntheses of 1,2-Amino Alcohols and Their Applications for Oxazaborolidine Catalyzed Enantioselective Reduction of Aromatic Ketones." Australian Journal of Chemistry 60, no. 3 (2007): 196. http://dx.doi.org/10.1071/ch06412.

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Six new chiral 1,2-amino alcohol derivatives have been synthesized starting from (1R,2R)-2-amino-1-phenylpropane-1,3-diol. Asymmetric reduction of aryl ketones with in-situ generated oxazaborolidine from these amino alcohol derivatives and BH3·Me2S afforded secondary alcohols with good yield and moderate to high enantiomeric excess.
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Wang, Hongyue, Ge Qu, Jun-Kuan Li, et al. "Data mining of amine dehydrogenases for the synthesis of enantiopure amino alcohols." Catalysis Science & Technology 10, no. 17 (2020): 5945–52. http://dx.doi.org/10.1039/d0cy01373k.

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Five amine dehydrogenases (AmDHs) derived from amino acid dehydrogenases have been identified and evaluated for the stereoselective amination of α-/β-functionalized carbonyl compounds to synthesize chiral amino alcohols.
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Liu, Lei, Dong-Hao Wang, Fei-Fei Chen, et al. "Development of an engineered thermostable amine dehydrogenase for the synthesis of structurally diverse chiral amines." Catalysis Science & Technology 10, no. 8 (2020): 2353–58. http://dx.doi.org/10.1039/d0cy00071j.

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Wosińska-Hrydczuk, Marzena, and Jacek Skarżewski. "2-Oxiranyl-pyridines: Synthesis and Regioselective Epoxide Ring Openings with Chiral Amines as a Route to Chiral Ligands." Heteroatom Chemistry 2019 (October 9, 2019): 1–12. http://dx.doi.org/10.1155/2019/2381208.

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New epoxides, derivatives of pyridine, 2,2′-bipyridine, and 1,10-phenanthroline, were synthesized from the respective α-methylazaarenes. The obtained racemic 2-oxiranyl-azaarenes along with styrene oxide and trans-stilbene oxide were submitted to the ring opening with chiral primary amines as a chiral auxiliary. The most effective reaction was run in the presence of Sc(OTf)3/diisopropylethylamine for 7 days at 80°C, affording a good yield of the amino alcohols. Except for styrene oxide which gave both α- and β-amino alcohols, the reactions led regioselectively to the corresponding diastereomer
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Wee, Andrew GH, and Fuxing Tang. "Highly diastereoselective synthesis of 1,2-amino alcohols via nucleophilic addition of organocerium reagents to 4- and 5-oxazolidinonecarbaldehydes." Canadian Journal of Chemistry 76, no. 7 (1998): 1070–81. http://dx.doi.org/10.1139/v98-112.

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The reaction of chiral, non-racemic 4- and 5-oxazolidinonecarbaldehydes, 6 and 13, with organocerium reagents proceeds efficiently with good to excellent diastereoselectivity to give syn and anti alcohols, respectively. A model to explain the observed diastereoselectivity of the reaction of 6 and 13 is provided. The utility of this method for the synthesis of amino alcohols is exemplified by the synthesis of C-18-D-ribo-phytosphingosine from the anti alcohol 14f.Key words: oxazolidinonecarbaldehydes, organocerium, diastereoselective, amino alcohols, C-18-ribo-phytospingosine.
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Rohde Jr, Laurence N., Matthias Zeller, and John A. Jackson. "Crystal structures of chiral 2-[bis(2-chloroethyl)amino]-1,3,2-oxazaphospholidin-2-one derivatives for the absolute configuration at phosphorus." Acta Crystallographica Section E Crystallographic Communications 74, no. 9 (2018): 1330–35. http://dx.doi.org/10.1107/s2056989018011349.

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`Nitrogen mustard' bis(2-chloroethyl)amine derivatives (2R,4S,5R)- and (2S,4S,5R)-2-[bis(2-chloroethyl)amino]-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-one (2a and 2b, respectively), C14H21Cl2N2O2P, and (2R,4R)- and (2S,4R)-2-[bis(2-chloroethyl)amino]-4-isobutyl-1,3,2-oxazaphospholidin-2-one (3a and 3b, respectively), C10H21Cl2N2O2P, were synthesized as a mixture of diastereomers through a 1:1 reaction of enantiomerically pure chiral amino alcohols with bis(2-chloroethyl)phosphoramidic dichloride. Flash column chromatography yielded diastereomerically pure products, as supported by 31P N
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Wu, Datong, Fei Pan, Li Gao, Yongxin Tao, and Yong Kong. "An ionic-based carbon dot for enantioselective discrimination of nonaromatic amino alcohols." Analyst 145, no. 9 (2020): 3395–400. http://dx.doi.org/10.1039/d0an00399a.

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Wosińska-Hrydczuk, Marzena, and Jacek Skarżewski. "New Nitrogen, Sulfur-, and Selenium-Donating Ligands Derived from Chiral Pyridine Amino Alcohols. Synthesis and Catalytic Activity in Asymmetric Allylic Alkylation." Molecules 26, no. 12 (2021): 3493. http://dx.doi.org/10.3390/molecules26123493.

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Although many chiral ligands for asymmetric catalysis have been developed, there is still a need for new structures allowing the modular approach. Recently, easy synthesis of chiral pyridine-containing β-amino alcohols has been elaborated by opening respective epoxides with enantiomeric 1-phenylethylamine. This paper reports the synthetic transformation of β-amino alcohols into the new complexing pyridine-containing seleno- and thioethers. The amino alcohols were effectively converted to cyclic sulfonamidates, which were reacted with thiolates or phenyl selenide nucleophile. The reaction was d
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Dissertations / Theses on the topic "Chiral amino alcohols"

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Henriquez, Morales Maria-Jose. "Synthetic biology routes to production of chiral amino-alcohols in Pichia pastoris." Thesis, University College London (University of London), 2018. http://discovery.ucl.ac.uk/10050823/.

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Pichia pastoris (P. pastoris) is an attractive industrial host cell due to its ability to grow up to 60% wet cell weight (WCW) by volume, a far higher level of biomass than the typical values reached by Escherichia coli (E. coli) and Saccharomyces cerevisiae (S. cerevisiae). This thesis seeks to explore how the genetic tractability and high cell densities characteristic of P. pastoris can be exploited to intensify whole-cell biocatalysis. Chiral amino alcohols such as 2-amino-1,3,4-butanetriol (ABT) are key building blocks of small molecule pharmaceuticals and have previously been produced by
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Adjei, Bernard Louis. "The Synthesis and Characterization of Diastereomeric Phosphorus Mustards Derived from Chiral Amino Alcohol." Youngstown State University / OhioLINK, 2019. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1566419465752266.

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Cakir, Esen. "Synthesis Of Novel Chiral N,n-dialkyl Substituted 1,4-amino Alcohols And Applications In Asymmetric Transformation Reactions." Master's thesis, METU, 2007. http://etd.lib.metu.edu.tr/upload/12608484/index.pdf.

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Amino alcohols are valuable bioactive substances and frequently used as chiral catalyst in various asymmetric transformation reactions. In the synthetic route, the asymmetric synthesis of novel chiral N,N-dialkyl substituted chiral 1,4-amino alcohols are performed starting with meso-anhydride 38. Quinine-mediated desymmetrization of the anhydride with methanol afforded (2S,3R)-cis-monoester 39 with a high enantiomeric excess (up to 98% ee). Chemoselective amidation of hemiester with various N,N-dialkyl substituted amines resulted in amido esters and they were subjected to LAH reduction to affo
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Gunler, Zeynep Inci. "Synthesis Of N-(2-propylphenyl) Substituted Chiral Amino Alcohols And Their Usage In Enantioselective Diethylzinc Addition Reactions." Master's thesis, METU, 2011. http://etd.lib.metu.edu.tr/upload/12613001/index.pdf.

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Chiral 1,2-amino alcohols were synthesized via newly developed &ldquo<br>intramolecular unsaturation transfer&rdquo<br>using cyclohexanone, propargyl bromide, and various chiral amino alcohols as starting components. These amino alcohols can be potential chiral ligands for many asymmetric transformation reactions. Therefore, their effectiveness as chiral ligands in diethylzinc addition to benzaldehyde and N-diphenylphosphinoyl imines were tested. Various parameters including temperature, solvent, ligand amount etc. were screened for the synthesized chiral ligands. In diethylzinc addition to be
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Powell, Magdalena Elizabeth. "Investigating three component protocols to determine the enantiopurity of chiral amines and amino alcohols using 1H and 19F NMR spectroscopy." Thesis, University of Bath, 2011. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.579515.

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This report describes the development of simple three-component chiral derivatisation protocols to determine the enantiopurity of a range of chiral amines and amino alcohols using IH and 19p NMR spectroscopic techniques. In each of the protocols described a 2-formylphenylboronic acid core participates in tandem imine formation with an amine moiety and boronate ester condensation with a chiral diol to afford a pair of diastereomeric imino-boronate esters. These derivatives show distinguishable resonances in NMR spectra; the relative integrals of which reflect the enantiopurity of the starting a
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Sehl, Torsten [Verfasser], Martina [Akademischer Betreuer] Pohl, and Jörg [Akademischer Betreuer] Pietruszka. "2-Steps in 1-pot: enzyme cascades for the synthesis of chiral vicinal amino alcohols / Torsten Sehl. Gutachter: Martina Pohl ; Jörg Pietruszka." Düsseldorf : Universitäts- und Landesbibliothek der Heinrich-Heine-Universität Düsseldorf, 2014. http://d-nb.info/1051734681/34.

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Buchanan, D. J. "Diastereoselective oxy-Michael addition of a new chiral water equivalent to electron deficient alkenes : synthesis of 1,2-amino alcohols and b-hydroxy malonates." Thesis, University of Cambridge, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.597051.

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Chapters 1 and 2: An introduction to the intermolecular oxy-Michael reaction and a brief overview of the methods used to synthesise 1,2-amino alcohols. Chapter 3: An oxy-Michael reaction was developed whereby the addition of (<i>S</i>)-6-methyltetrahydropyran into a,b-unsaturated monosubstituted nitro compounds allowed rapid access to synthetically important 1,2-amino alcohols. Chapter 4: A logical advancement of the oxy-Michael addition was the addition into a,b-unsaturated disubstituted nitro compounds. These molecules were also converted into the corresponding 1,2-amino alcohols. In additio
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Pinho, Pedro. "Development and application of new chiral -amino alcohols in synthesis and catalysis : Use of 2-azanorboryl-3-methanols as common intermediates in synthesis and catalysis." Doctoral thesis, Uppsala universitet, Kemiska institutionen, 2001. http://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-1267.

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The development and application of unnatural amino alcohols,prepared via hetero-Diels-Alder reactions,in synthesis and catalysis is described.The studies are concerned with the [i]scope of the hetero-Diels-Alder reaction and preparation of important intermediates in the synthesis of antiviral agents,[ii ]application of amino alcohols in the ruthenium transfer hydrogenation of ketones,[iii ]use of similar precursors in the in situ generation of oxazaborolidines for reduction of ketones,and [iv] development and application of new chiral auxiliaries for dialkylzinc additions to activated imines,
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Canbolat, Eylem. "Organocatalytic Resolution Of Racemic Alpha Azido Ketones." Master's thesis, METU, 2012. http://etd.lib.metu.edu.tr/upload/12614602/index.pdf.

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Chiral cyclic alpha azido ketones are very important compounds in organic chemistry. Because, the reduced forms of them are amino alcohols and these amino alcohols are interesting compounds for their biological activities. They have some pharmaceutical activities such as: potassium channel open up properties, treatment of central nervous system, antihypertensive properties, the agent of dopamin receptor activator, hypolipemic agent and dopamine agonist. These types of compounds have highly acidic alpha-protons, and many kinds of reactions can be performed with them. In this study, mainly, sel
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Villegas, Torres M. F. "Design and characterization of novel biocatalytic cascades for chiral amino alcohol synthesis." Thesis, University College London (University of London), 2014. http://discovery.ucl.ac.uk/1425692/.

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Chiral amino alcohols are building blocks of several pharmaceuticals such as antibiotics, and retrovirals. De novo biocatalytic strategies have been developed for their production as chemical synthesis presents several challenges in establishing chiral centres. One of the successful approaches previously implemented in the Biochemical Engineering Department is the coupling of a transketolase with a transaminase step. This scheme depends on the use of hydroxypyruvate (HPA) and methylbenzylamine (MBA), which are expensive non-natural substrates limiting both the application of the pathway on an
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Books on the topic "Chiral amino alcohols"

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Steensma, Maria. Chiral separation of amino-alcohols and amines by fractional reactive extraction. s.n.], 2005.

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Owen, David, ed. In Sickness and in Power. Greenwood Publishing Group, Inc., 2008. http://dx.doi.org/10.5040/9798216974260.

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The course of modern world history has been critically shaped by the physical and mental illnesses of heads of state, sometimes in the public eye but usually in secrecy. Democratic politicians as diverse as Woodrow Wilson, Franklin D. Roosevelt, Churchill, Kennedy, Johnson, Nixon, Pompidou, Mitterrand, Blair, George W. Bush, Chirac, and Sharon all lied about their health. Between 1906 and 2008 seven Presidents are judged to have been mentally ill while in office: Theodore Roosevelt (bipolar disorder), Taft (breathing-related sleep disorder), Wilson (major depressive disorder), Coolidge (major
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Book chapters on the topic "Chiral amino alcohols"

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Wolkenberg, S. E., and R. M. Garbaccio. "β-Amino Alcohols as Chiral Auxiliaries." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-00390.

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Polt, Robin l. "Benzophenone Schiff bases of a-amino acid esters as electrophiles. Addition of Grignard reagents and alkyllithiums to produce threo-amino alcohols and amino polyols." In Amino Acid Derivatives. Oxford University PressOxford, 1999. http://dx.doi.org/10.1093/oso/9780198558538.003.0009.

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Abstract Since their introduction by M. J. O𠄙Donnell in the late 11970s, benzophenone Schiff bases have become increasingly useful as chiral intermediates for the enantioselective synthesis of unnatural amino acids. These sterically hindered Schiff bases (O𠄙Donnell𠄙s Schiff bases) are particularly convenient because of their good thermal stability, enhanced tolerance of moisture, stability during chromatography over silica gel, and their tendency to crystallize. As a protecting group, the benzophenone Schiff base is extremely versatile. The imine bond can be hydrolysed by use of a variety of a
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Seco, Josi M., Emilio Quiqoa, and Ricardo Riguera. "The Theoretical Basis for Assignment by NMR." In The Assignment of the Absolute Configuration by NMR using Chiral Derivatizing Agents. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780199996803.003.0004.

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The nuclear magnetic resonance (NMR) spectra of two enantiomers are identical. Thus, the first step in using NMR to distinguish between two enantiomers should be to produce different spectra that eventually can be associated with their different stereochemistry (i.e., the assignment of their absolute configuration). Therefore, it is necessary to introduce a chiral reagent in the NMR media. There are two ways to address this problem. One is to use a chiral solvent, or a chiral agent, that combines with each enantiomer of the substrate to produce diastereomeric complexes/associations that lead t
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"Use of Transition Metals and Enzymes in Tandem." In Chirality from Dynamic Kinetic Resolution. The Royal Society of Chemistry, 2011. http://dx.doi.org/10.1039/bk9781849731973-00191.

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This chapter deals with the use of transition metals and enzymes in tandem for achieving DKR. This powerful concept has widely extended the scope of DKRs. Three major types of enzyme-metal combinations, lipase-ruthenium, subtilisin-ruthenium, and lipase combined with a metal other than ruthenium, have been developed as the catalysts for the DKRs of various secondary alcohols but also for diols, amines, and esters. Meanwhile, the lipase-ruthenium combination has been the most used method so far. In the case of DKR of alcohols, complementary catalyst systems are now available for the synthesis o
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Taber, Douglass F. "Enantioselective Preparation of Alcohols and Amines:The Suh Synthesis of (-)-Macrosphelide J." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0035.

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Keiji Maruoka of Kyoto University (J. Am. Chem. Soc. 2009, 131, 3450) and Yujiro Hayashi of the Tokyo University of Science (Chem. Commun. 2009, 3083) independently developed organocatalysts for the enantioselective α-benzoylation of aliphatic aldehydes such as 1. The product 3 can be readily carried on to, inter alia, either enantiomer of the epoxide. Chengjian Zhu of Nanjing University designed (Adv. Synth. Cat. 2009, 351, 920) a chiral salen complex that mediated the enantioselective opening of both cyclohexene oxide (4) and cyclopentene oxide. This reagent combination might also engage jus
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Lambert, Tristan H. "Asymmetric C–Heteroatom Bond Formation." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0036.

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Tomislav Rovis at Colorado State University developed (Angew. Chem. Int. Ed. 2012, 51, 5904) an enantioselective catalytic cross-aza-benzoin reaction of aldehydes 1 and N-Boc imines 2. The useful α-amido ketone products 4 were configurationally stable under the reaction conditions. In the realm of asymmetric synthesis, few technologies have been as widely employed as the Ellman chiral sulfonamide auxiliary. Francisco Foubelo and Miguel Yus at the Universidad de Alicante in Spain have adapted (Chem. Commun. 2012, 48, 2543) this approach for the indium-mediated asymmetric allylation of ketimines
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Seco, Josi M., Emilio Quiqoa, and Ricardo Riguera. "Exercises." In The Assignment of the Absolute Configuration by NMR using Chiral Derivatizing Agents. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780199996803.003.0009.

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This chapter contains fifty exercises in the use of the methods described in the previous pages to the assignment of the absolute configuration of different substrates. They are organized according to the functional group of the substrate and follow the same order as in the previous chapters: alcohols; cyanohydrins; thiols; amines; carboxylic acids; 1,n-diols; 1,2-amino alcohols; and 1,2,3-triols. For each class of functional groups, there are exercises related to all the procedures available for assignment, such as double and single derivatization, and with different CDAs, when this is releva
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Taber, Douglass F. "Enantioselective Preparation of Alcohols and Amines: The Lam Synthesis of (+)-Tanikolide." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0038.

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Takashi Ooi of Nagoya University effected (J. Am. Chem. Soc. 2010, 132, 12240) the enantioselective protonation of ketene silyl acetals such as 1 to give 2 in high ee. Hyeon-Kyu Lee of the Korean Research Institute of Chemical Technology achieved (Org. Lett. 2010, 12, 4184) high ee in the hydrogenation of the cyclic sulfamidate 3 to 4. Doo Ok Jang of Yonsei University combined (J. Am. Chem. Soc. 2010, 132, 12168) the nucleophilic allyl indium with a protonated chiral amine to effect homologation of 5 to 6. Ryo Shintani and Tamio Hayashi of Kyoto University reported (Org. Lett. 2010, 12, 4106)
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"Nucleophilic Additions to Aldehydes, Ketones, Imines, and Nitriles." In The Chemistry of Carbonyl Compounds and Derivatives. The Royal Society of Chemistry, 2022. http://dx.doi.org/10.1039/9781837670888-00075.

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This chapter applies some of the concepts presented earlier to transformations brought about by nucleophilic additions to aldehydes, ketones, imines, and nitriles. It begins by the addition of primary and secondary amines, thus reversibly producing imines and enamines, and points out that imines are involved in the biosynthesis of alkaloids, amino acids, etc. with the aid of enzymes. Chiral imines and enamines are useful in organocatalysis. Oxygen or sulfur nucleophiles are used to prepare acetals or their thio equivalents and their use as protecting groups is discussed. Addition of carbon nuc
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Umar, Q., Y. Huang, A. Nazeer, et al. "Combining Effect of Zn2+, Cu2+, Co2+ and Ni2+ Complexes Containing Chiral Amino Alcohols: Synthesis, Characterization and their Anticancer Activities." In Novel Aspects on Chemistry and Biochemistry Vol. 5. B P International (a part of SCIENCEDOMAIN International), 2023. http://dx.doi.org/10.9734/bpi/nacb/v5/6088c.

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Conference papers on the topic "Chiral amino alcohols"

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Lüdtke, Diogo Seibert, and Maria Eduarda Contreira. "Enantioselective Arylation of Aliphatic Aldehydes Catalyzed by Chiral Amino Alcohols derived from Amino Acids." In 15th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013914213953.

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