Relevant bibliographies by topics / Β-amino alcohols

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

Academic literature on the topic 'Β-amino alcohols'

Author: Grafiati
Published: 5 June 2025
Last updated: 1 August 2025

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Journal articles on the topic "Β-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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Du, Li-Hua, Miao Xue, Meng-Jie Yang та ін. "Ring-Opening of Epoxides with Amines for Synthesis of β-Amino Alcohols in a Continuous-Flow Biocatalysis System". Catalysts 10, № 12 (2020): 1419. http://dx.doi.org/10.3390/catal10121419.

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An efficient method for the preparation of β-amino alcohols catalyzed by lipase TL IM from Thermomyces lanuginosus in a continuous-flow reactor was developed. The eco-friendly biocatalyst combined with continuous-flow reaction technology displayed high efficiency in the synthesis of β-amino alcohols. The benign reaction conditions (35 °C) and short residence time (20 min), together with the use of low cost and readily available starting materials, make this synthetic approach a promising alternative to current β-amino alcohol synthesis.
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Kang, Taek, Heejeong Kim, Jeung Gon Kim, and Sukbok Chang. "Synthesis of 1,2-amino alcohols via catalytic C–H amidation of sp3 methyl C–H bonds." Chem. Commun. 50, no. 81 (2014): 12073–75. http://dx.doi.org/10.1039/c4cc05655h.

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A new route to 1,2-amino alcohols is presented by C–H amidation of sp<sup>3</sup> methyl C–H bonds as a key step. Various alcohols were employed after converting them to removable ketoxime chelating groups. Iridium-catalyzed C–H amidation and following LAH reduction furnished β-amino alcohol products.
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Hosseini-Sarvari, Mona. "Synthesis of β-amino alcohols using MgO as a new catalyst under solvent-free conditions". Canadian Journal of Chemistry 86, № 1 (2008): 65–71. http://dx.doi.org/10.1139/v07-135.

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MgO catalyzed efficiently the ring opening of epoxides with a range of aromatic and aliphatic amines to produce β-substituted alcohols in high yields under solvent-free conditions. Exclusive trans stereoselectivity is observed for cyclic epoxide.Key words: MgO, β-amino alcohols, solvent-free, epoxide, amine.
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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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Rossi, Bianca, Nadia Pastori, Simona Prosperini та Carlo Punta. "Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols". Beilstein Journal of Organic Chemistry 11 (15 січня 2015): 66–73. http://dx.doi.org/10.3762/bjoc.11.10.

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Following an optimized multicomponent procedure, an aryl amine, a ketone, and a cyclic ether or an alcohol molecule are assembled in a one-pot synthesis by nucleophilic radical addition of ketyl radicals to ketimines generated in situ. The reaction occurs under mild conditions by mediation of the TiCl4/Zn/t-BuOOH system, leading to the formation of quaternary β-amino-ethers and -alcohols. The new reaction conditions guarantee good selectivity by preventing the formation of secondary products. The secondary products are possibly derived from a competitive domino reaction, which involves further
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Chevis, Philip J., Thanika Promchai, Christopher Richardson, Thunwadee Limtharakul та Stephen G. Pyne. "Synthesis of syn- and enantioenriched anti-β-amino alcohols by highly diastereoselective borono-Mannich allylation reactions". Chemical Communications 58, № 13 (2022): 2220–23. http://dx.doi.org/10.1039/d1cc06775c.

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A highly diastereoselective method for the synthesis of syn-β-amino alcohols and enantioenriched anti-β-amino alcohols has been developed involving α-hydroxyl aldehydes and chiral α-phenylaminoxyaldehydes or α-benzoyloxyaldehydes, respectively in Petasis borono-Mannich allylation reactions.
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Aschwanden, Patrick, Lisbet Kværnø, Roger W. Geisser, Florian Kleinbeck та Erick M. Carreira. "Reduction of 2,3-Dihydroisoxazoles to β-Amino Ketones and β-Amino Alcohols". Organic Letters 7, № 25 (2005): 5741–42. http://dx.doi.org/10.1021/ol052540c.

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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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Cossar, Peter J., Jennifer R. Baker, Nicholas Cain та Adam McCluskey. "In situ epoxide generation by dimethyldioxirane oxidation and the use of epichlorohydrin in the flow synthesis of a library of β-amino alcohols". Royal Society Open Science 5, № 4 (2018): 171190. http://dx.doi.org/10.1098/rsos.171190.

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The flow coupling of epichlorohydrin with substituted phenols, while efficient, limits the nature of the epoxide available for the development of focused libraries of β-amino alcohols. This limitation was encountered in the production of analogues of 1-(4-nitrophenoxy)-3-((2-((4-(trifluoromethyl)pyrimidin-2-yl)amino)ethyl)amino)propan-2-ol 1 , a potential antibiotic lead. The in situ (flow) generation of dimethyldoxirane (DMDO) and subsequent flow olefin epoxidation abrogates this limitation and afforded facile access to structurally diverse β-amino alcohols. Analogues of 1 were readily access
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Dissertations / Theses on the topic "Β-amino alcohols"

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Xie, Sheng-Xue. "Enzymatic production of optically active acetylenic alcohols and α, β-diastereomeric amino acids". Kyoto University, 1999. http://hdl.handle.net/2433/181386.

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Kyoto University (京都大学)<br>0048<br>新制・課程博士<br>博士(農学)<br>甲第8010号<br>農博第1079号<br>新制||農||788(附属図書館)<br>学位論文||H11||N3314(農学部図書室)<br>UT51-99-S300<br>京都大学大学院農学研究科農芸化学専攻<br>(主査)教授 清水 昌, 教授 上野 民夫, 教授 加藤 暢夫<br>学位規則第4条第1項該当
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Calow, Adam Daniel James. "Catalytic asymmetric borylation of α,β-unsaturated imines : a route to γ-amino alcohols". Thesis, Durham University, 2015. http://etheses.dur.ac.uk/10950/.

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This thesis describes the asymmetric synthesis of γ-amino alcohols through the asymmetric copper-catalysed β-boration of α,β-unsaturated imines. An introduction is given into the area of β-boration/borylation (or boron conjugate addition, BCA) of electron-deficient alkenes, which forms the basis of the literature review within this thesis. The β-boration of α,β-unsaturated imines (formed in situ to circumvent problems with isolation) has been studied and the intermediate β-boryl imines have been transformed to γ-amino alcohols in one-pot (‘one-pot methodology’). An interesting side reaction wa
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Stridfeldt, Elin. "Amino Alcohols from Asymmetric Transfer Hydrogenation of α-Amido-β-Keto Esters Possessing Olefins: Formal Total Synthesis of Sphingosine". Thesis, KTH, Skolan för kemivetenskap (CHE), 2012. http://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-156316.

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In this thesis a methodology to synthesize anti-β-hydroxy-α-amino esters possessing olefins has been investigated. The developed procedures originate from two already established procedures in which α-amido-β-keto esters, which do not contain olefins, has been stereoselectively reduced to the corresponding anti-β-hydroxy-α-amino alcohols via asymmetric transfer hydrogenation coupled with dynamic kinetic resolution. Both established methods, one solvent free and one emulsion procedure, have been investigated on the expanded substrate scoop. Four different α-amido-β-keto ester containing olefins
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Peterson, Matt Anders. "Stereoselective synthesis of β-amino alcohols and glycosphingolipids: N-diphenylmethylene protection for tandem C-C/C-O bond formation". Diss., The University of Arizona, 1992. http://hdl.handle.net/10150/186053.

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A new method for threo-selective synthesis of β-amino alcohols is described. This method employs N-diphenylmethylene-protected α-amino esters as starting materials. The α-amino ester is reduced to the oxidation state of an aldehyde with DIBAL or DIBAL:TRIBAL (1:1) followed by sequential addition of various Grignards and alkenyllithiums. The method is highly threo-selective (stereoselectivities ranged from 8:1 to > 20:1) and provides norpseudoephedrine and threo-sphingosine analogs in enantiomerically enriched form (> 97% ee). The mechanism of C-C bond formation was examined. A stable aluminoxy
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Neouchy, Zeïna. "Couplage croisé d’éthers d’énol méthyliques par activation de liaisons C(sp2)-OCH3 catalysée par le nickel et Synthèse d’amines α-trifluorométhylées acycliques optiquement activespar réarrangement de β-aminoalcools α-trifluorométhylés". Thesis, Paris Sciences et Lettres (ComUE), 2018. http://www.theses.fr/2018PSLET016.

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En chimie organique, le développement de méthodes de synthèse robustes et respectueuses de l’environnement a toujours été un défi. De plus, en chimie médicinale, la mise au point de méthodes de synthèse de synthons fluorés de haute valeur ajoutée sont importantes pour avoir accès à des composés bioactifs. Dans ce manuscrit, nous présentons des méthodes efficaces et faciles à mettre en œuvre pour la formation de liaisons carbone-carbone catalysée par le nickel et la formation de liaisons carbone hétéroatome par un réarrangement de β aminoalcools α-trifluorométhylés.Nous avons montré que le coup
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エカ, プトラ アンギ, and Anggi Eka Putra. "Studies on ruthenium-catalyzed "Borrowing Hydrogen"-based organic reactions." Thesis, https://doors.doshisha.ac.jp/opac/opac_link/bibid/BB12905970/?lang=0, 2014. https://doors.doshisha.ac.jp/opac/opac_link/bibid/BB12905970/?lang=0.

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特異なルテニウムが触媒する"Borrowing hydrogen"のコンセプトに基づく有機反応を開発した。まず、Ru/JOSIPHOS触媒を用いて、1,2-ジオールとアミンの反応から光学活性β-アミノアルコールを最高99%収率ならびに77% eeで得ることに成功した。本反応は新規であり、その反応機構についても明らかにした。さらに、RuCl2(PPh3)3/DPEphos/K3PO4を組み合わせた触媒を用いることで、アルコールをアルキル化剤に用いるインドールの3位選択的アルキル化反応を達成した。高効率かつ広いタイプの基質に適用できる。<br>Several novel ruthenium-catalyzed "borrowing hydrogen"-based organic reaction has been developed. For very first time optically active β-amino alcohols can be sinthesized directy by reaction of 1,2-diol and coressponding amine under Ru/JOSIPHOS catalysis in up to 99% yield and 77% ee. Since this reaction is very new, intensiv
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Danielsson, Jakob. "Stereoselective Nucleophilic Additions to Aldehydes and Synthesis of α-Amino-β- Hydroxy-Esters". Licentiate thesis, KTH, Organisk kemi, 2012. http://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-95467.

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This thesis deals with the development of new reaction methodology as well as stereochemical investigations. The first part concerns the investigation of 1,2- and merged 1,2- and 1,3- asymmetric induction in Mukaiyama aldol additions to α-heteroatom and α,β- heteroatom substituted aldehydes respectively. In particular, the unexpected 1,2-syn selectivity obtained in the addition of sterically hindered nucleophiles to α-chloroaldehydes is examined, and an explanation for the observed stereochemical trends is proposed. The second part describes the development of a novel entry to α-amino-β- hydro
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Huang, Wei Ming, та 黃偉銘. "Asymmetric Addition Reactions Catalyzed by Camphor-Derived Chiral β-Amino Alcohols and β-Amino Thiols". Thesis, 2015. http://ndltd.ncl.edu.tw/handle/75m7z7.

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博士<br>國立清華大學<br>化學系<br>104<br>因申請專利緣故，資料延後公開 This thesis reports the application of camphor-derived chiral β-amino alcohols and β-amino thiols in asymmetric addition reactions. In the first part, a series of chiral amino alcohols 12a–l has been synthesized and used in the enantioselective addition of dialkylzinc to aromatic aldimines. Application of the optimal chiral ligand 12a (10 mol%) with methanol (1.8 equiv.) as the additive to activate the reaction of aromatic aldimines with diethylzinc and dimethylzinc resulted in high yields (60–92%) and enantioselectivities (84–96% ee). In th
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Rantanen, Toni [Verfasser]. "Novel enantiopure β-amino [beta-amino] alcohols and β-amino [beta-amino] thiols in asymmetric catalysis / vorgelegt von Toni Rantanen". 2007. http://d-nb.info/984682716/34.

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詹淑怡. "Asymmetric Reformatsky Reaction Catalyzed by Camphor-derives β-Amino Alcohols as Chiral Ligands". Thesis, 2012. http://ndltd.ncl.edu.tw/handle/72168733135956251457.

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Book chapters on the topic "Β-amino alcohols"

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Zanda, Matteo, Pierfrancesco Bravo, and Alessandro Volonterio. "Stereoselective Synthesis of β-Fluoroalkyl β-Amino Alcohol Units." In ACS Symposium Series. American Chemical Society, 1999. http://dx.doi.org/10.1021/bk-2000-0746.ch010.

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Bingham, M. J., and M. F. Greaney. "Synthesis of β-Amino Alcohols by Aminohydroxylation of Alkenes." In Alcohols. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00717.

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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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"The synthesis of β-amino alcohols." In Alkenes and Aromatics, edited by Peter Taylor. Royal Society of Chemistry, 2007. http://dx.doi.org/10.1039/9781847557827-00122.

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Rossi, L. "4-Toluenesulfonyl Chloride Mediated Cyclization of --Butoxycarbonyl Derivatives of β-Amino Alcohols." In Four Carbon-Heteroatom Bonds. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-018-00701.

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Taber, Douglass F. "Enantioselective Preparation of Alcohols and Amines." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0036.

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Renat Kadyrov of Evonik Degussa and Magnus Rueping of RWTH Aachen developed (Angew. Chem. Int. Ed. 2009, 49, 7556) an effective catalyst for the enantioselective hydrogenation of an α-hydroxy ketone 1 to the 1,2-diol 2 . Yong-Gui Zhou of the Dalian Institute of Chemical Physics showed (J. Org. Chem. 2009, 74, 5633) that a sultam such as 3 could be reduced with high ee to the sulfonamide 4. They also used this same approach to prepare both α-aryl and α,α-diaryl amines. David W. C. MacMillan of Princeton University described (Angew. Chem. Int. Ed. 2009, 49, 5121) the optimized enantioselective α
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Taber, Douglass. "Stereocontrolled C-O Ring Construction: The Morimoto Synthesis of ( + )-Omaezakianol." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0048.

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Tobin J. Marks of Northwestern University observed (J. Am. Chem. Soc. 2009, 131, 263) high geometric control in the cyclization of 1 to 2 . Tristan H. Lambert of Columbia University found (Organic Lett. 2009, 11, 1381) that Bi could catalyze both the addition of the ketene silyl acetal 4 to 3, and the subsequent cyclization of the secondary alcohol so formed, to give the product ether 5 with high diastereocontrol. Glenn M. Sammis of the University of British Columbia devised (Organic Lett. 2009, 11, 2019) a radical relay cyclization of 6 to 7, again with high diastereocontrol. Eric Fillion of
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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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Bergin, E. "Using a Titanium and -Salicyl-β-amino Alcohol System." In Stereoselective Reactions of Carbonyl and Imino Groups. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-202-00289.

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Benkoski, Léa, and Tristan H. Lambert. "Construction of Multiple Stereocenters." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0039.

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Erick M. Carreira at ETH Zürich reported (Science 2013, 340, 1065) the enantiose­lective α-allylation of aldehyde 1 with alcohol 2 to produce 3 using a dual catalytic system involving a chiral iridium complex and amine 5. This stereodivergent method allows access to all of the possible stereoisomers of 3. In a conceptually related proc­ess, John F. Hartwig at the University of California, Berkeley reported (J. Am. Chem. Soc. 2013, 135, 2068) the highly stereoselective allylic alkylation of azlactone 6 with allylic carbonate 7 catalyzed by a combination of Ir(cod)Cl₂, ligand 9, and racemic silv
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Conference papers on the topic "Β-amino alcohols"

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Zapata-Romero, Gilberto A., Markus Doerr, and Martha C. Daza. "Enantioselective lipase-catalyzed O-acylation of (RS)-propranolol: analysis of the hydrogen bonds essential for catalysis." In VIII Simpósio de Estrutura Eletrônica e Dinâmica Molecular. Universidade de Brasília, 2020. http://dx.doi.org/10.21826/viiiseedmol2020131.

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We investigated the effect of the acyl group size in the enantioselectivity of the acylation of propranolol, an amino alcohol used as β-adrenergic blocking agent. We applied a methodology frequently used to model enantioselectivity that is based on the hydrogen bonds present in the tetrahedral intermediate, which occurs in lipase-catalyzed reactions. We sampled the conformations of the tetrahedral intermediate corresponding to the esterification of both enantiomers of propranolol with ethanoyl and butanoyl, employing molecular dynamics simulation together with a quantum mechanics/molecular mec
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