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Journal articles on the topic 'Chiral amino alcohols'

Author: Grafiati

Published: 4 June 2025

Last updated: 1 August 2025

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1

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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2

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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3

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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4

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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5

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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6

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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7

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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8

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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9

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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10

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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11

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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12

Wang, Wei, Xiaohan Xia, Guangling Bian, and Ling Song. "A chiral sensor for recognition of varied amines based on 19F NMR signals of newly designed rhodium complexes." Chemical Communications 55, no. 43 (2019): 6098–101. http://dx.doi.org/10.1039/c9cc01942a.

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A novel chiral octahedral rhodium complex containing fluorine has been developed to be an excellent chiral sensor for a variety of amines including diamines, monoamines, amino alcohols and amino acids, showing well distinguishable <sup>19</sup>F NMR signals and an accurate measurement of enantiomeric determination.

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13

Hu, Yang, Weilong Wu, Xiu-Qin Dong та Xumu Zhang. "Efficient access to chiral 1,2-amino alcohols via Ir/f-amphox-catalyzed asymmetric hydrogenation of α-amino ketones". Organic Chemistry Frontiers 4, № 8 (2017): 1499–502. http://dx.doi.org/10.1039/c7qo00237h.

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14

ISHIZUKA, Tadao, and Takehisa KUNIEDA. "Versatile chiral synthons for 2-amino alcohols." Journal of Synthetic Organic Chemistry, Japan 49, no. 2 (1991): 118–27. http://dx.doi.org/10.5059/yukigoseikyokaishi.49.118.

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15

Periasamy, M. "Syntheses of chiral amino alcohols and diols." Pure and Applied Chemistry 68, no. 3 (1996): 663–66. http://dx.doi.org/10.1351/pac199668030663.

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16

Chen, Fei-Fei, Sebastian C. Cosgrove, William R. Birmingham, et al. "Enantioselective Synthesis of Chiral Vicinal Amino Alcohols Using Amine Dehydrogenases." ACS Catalysis 9, no. 12 (2019): 11813–18. http://dx.doi.org/10.1021/acscatal.9b03889.

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17

Wosińska-Hrydczuk, Marzena, Przemysław J. Boratyński та Jacek Skarżewski. "Regioselective and Stereodivergent Synthesis of Enantiomerically Pure Vic-Diamines from Chiral β-Amino Alcohols with 2-Pyridyl and 6-(2,2′-Bipyridyl) Moieties". Molecules 25, № 3 (2020): 727. http://dx.doi.org/10.3390/molecules25030727.

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In this report, we describe the synthetic elaboration of the easily available enantiomerically pure β-amino alcohols. Attempted direct substitution of the hydroxyl group by azido-functionality in the Mitsunobu reaction with hydrazoic acid was inefficient or led to a diastereomeric mixture. These outcomes resulted from the participation of aziridines. Intentionally performed internal Mitsunobu reaction of β-amino alcohols gave eight chiral aziridines in 45–82% yield. The structural and configuration identity of products was confirmed by NMR data compared to the DFT calculated GIAO values. For 1

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18

Islam, Md Mominul, Piyali Bhanja, Mita Halder, Sudipta K. Kundu, Asim Bhaumik, and Sk Manirul Islam. "Chiral Co(iii)–salen complex supported over highly ordered functionalized mesoporous silica for enantioselective aminolysis of racemic epoxides." RSC Advances 6, no. 111 (2016): 109315–21. http://dx.doi.org/10.1039/c6ra21523h.

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19

Nelson, Eryn, Jeffrey S. S. K. Formen, and C. Wolf. "Rapid organocatalytic chirality analysis of amines, amino acids, alcohols, amino alcohols and diols with achiral iso(thio)cyanate probes." Chemical Science 12, no. 25 (2021): 8784–90. http://dx.doi.org/10.1039/d1sc02061g.

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Organocatalysis with a simple arylisocyanate probe enables accelerated optical concentration and enantiomeric ratio determination of a large variety of chiral compounds based on straightforward UV/CD analysis.

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20

Halder, Mita, Piyali Bhanja, Susmita Roy, et al. "A new recyclable functionalized mesoporous SBA-15 catalyst grafted with chiral Fe(iii) sites for the enantioselective aminolysis of racemic epoxides under solvent free conditions." RSC Advances 6, no. 100 (2016): 97599–605. http://dx.doi.org/10.1039/c6ra23289b.

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A mesoporous SBA-15 supported chiral Fe(iii)-catalyst was prepared and used for the synthesis of chiral β-amino alcohols with very good yields and enantioselectivities (ee upto 98%) under neat conditions at RT.

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21

Alammari, Abdullah Saleh, Abdullah Mohammed Al-Majid, Assem Barakat, Saeed Alshahrani, Mohammad Ali та Mohammad Shahidul Islam. "Asymmetric Henry Reaction of Nitromethane with Substituted Aldehydes Catalyzed by Novel In Situ Generated Chiral Bis(β-Amino Alcohol-Cu(OAc)2·H2O Complex". Catalysts 11, № 10 (2021): 1208. http://dx.doi.org/10.3390/catal11101208.

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Novel chiral thiophene-2,5-bis(β-amino alcohol) ligands (L1–L5) were designed and synthesized from thiophene-2,5-dicarbaldehyde (3) with chiral β-amino alcohols (4a–e) in 4 steps with overall 23% yields. An in situ generated L-Cu(OAc)2·H2O catalyst system was found to be highly capable catalyst for the asymmetric Henry reaction of nitromethane (7) with various substituted aromatic aldehydes (6a–m) producing chiral nitroaldols product (8a–m) with excellent enantiomeric purity (up to 94.6% ee) and up to >99% chemical yields. 20 mol% of L4-Cu(OAc)2 catalyst complex in EtOH was effective for th

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22

Uli, Kazmaier. "Asymmetric syntheses of unsaturated amino acids and peptides via chelate-enolate Claisen rearrangements." Journal of Indian Chemical Society Vol. 76, Nov-Dec 1999 (1999): 631–39. https://doi.org/10.5281/zenodo.5861830.

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Organisch-Chemisches Institut der Universitat, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany <em>Manuscript received 6 September 1999</em> N-Protected amino acid allylic esters can easily be deprotonated by LDA at —78° and transmetallated by addition of metal salts. Upon warming up to room temperature, these enolates undergo Claisen rearrangements giving rise to unsaturated amino acids. Starting from chiral allylic alcohols, optically active amino acids are obtained. This chirality transfer can also be used for stereoselective peptide modifications. If tosylated peptide allylic

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23

Malcolmson, Steven J., Kangnan Li, and Xinxin Shao. "2-Azadienes as Enamine Umpolung Synthons for the Preparation of Chiral Amines." Synlett 30, no. 11 (2019): 1253–68. http://dx.doi.org/10.1055/s-0037-1611770.

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The development of new strategies for the preparation of chiral amines is an important objective in organic synthesis. In this Synpacts, we summarize our approach for catalytically accessing nucleophilic aminoalkyl metal species from 2-azadienes, and its application in generating a number of important but elusive chiral amine scaffolds. Reductive couplings with ketones and imines afford 1,2-amino tertiary alcohols and 1,2-diamines, respectively, whereas fluoroarylations of gem-difluoro-2-azadienes deliver α-trifluoromethylated benzylic amines.1 Introduction2 Background: Umpolung Strategies for

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24

Parasuraman, Perumalsamy, Zubeda Begum, Madhu Chennapuram, et al. "Simple organocatalyst component system for asymmetric hetero Diels–Alder reaction of isatins with enones." RSC Advances 10, no. 30 (2020): 17486–91. http://dx.doi.org/10.1039/d0ra03006f.

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A simple two catalysts component system of β-amino alcohols (catalyst) and amino acids (co-catalyst) works as an efficient organocatalysts in hetero Diels–Alder reaction of isatins with enones to afford chiral spirooxindole-tetrahydropyranones.

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25

Nomura, Miku, Zubeda Begum, Chigusa Seki та ін. "Thiourea fused γ-amino alcohol organocatalysts for asymmetric Mannich reaction of β-keto active methylene compounds with imines". RSC Advances 13, № 6 (2023): 3715–22. http://dx.doi.org/10.1039/d2ra08317e.

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Catalytic functionality of new optically active thiourea fused γ-amino alcohols was examined in the asymmetric Mannich reaction of β-keto active methylene compounds with imines to afford chiral Mannich products, β-amino keto compounds..

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26

Yang, Fang, Lin-Lin Wang, Yu-Hua Liu, Ke-Xin Wu, Zi-Sheng Chen, and Kegong Ji. "Brønsted acid-catalyzed two-component tandem condensation and cycloisomerization to 6(2H)-isoquinolinones." RSC Advances 15, no. 12 (2025): 8913–17. https://doi.org/10.1039/d5ra01267h.

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A Brønsted acid-catalyzed 2-alkynyl-4-hydroxybenzaldehydes and primary amines to 6(2H)-isoquinolinones in one-pot has been reported. This protocol tolerates various commercially available amines, including chiral amino alcohols and amino acids.

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27

De los Santos, Zeus A., Ransheng Ding, and Christian Wolf. "Quantitative chirality sensing of amines and amino alcohols via Schiff base formation with a stereodynamic UV/CD probe." Organic & Biomolecular Chemistry 14, no. 6 (2016): 1934–39. http://dx.doi.org/10.1039/c5ob02529j.

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28

Chen, Wei, Zhao-Hui Zhou та Hong-Bin Chen. "Efficient synthesis of chiral benzofuryl β-amino alcohols via a catalytic asymmetric Henry reaction". Organic & Biomolecular Chemistry 15, № 6 (2017): 1530–36. http://dx.doi.org/10.1039/c6ob02569b.

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29

Koskinen, Ari M. P. "Chirospecific synthesis: Catalysis and chiral pool hand in hand." Pure and Applied Chemistry 83, no. 3 (2011): 435–43. http://dx.doi.org/10.1351/pac-con-10-10-09.

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Nature provides us with a wonderful pool of enantiopure starting materials for synthesis: amino acids, sugars, and many (but not all!) terpenes can be isolated even in large quantities in an uncompromised 100 % ee. Vicinal amino alcohols constitute a versatile group of organic structures; they are, in principle, available in enantiopure form from the chiral pool compounds or through chiral catalysis; they are potent intermediates for the synthesis of natural products and medicinally/biologically active compounds, and they provide a highly desirable scaffold for the construction of ligands for

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30

Gao, Wei-Ting, Qing Chen, Ming-Gu Du, Wei-Ming Zhang, Chang-Yan Cao, and Wei-Guo Song. "Enabling an atom-economic production of chiral amino alcohols by electrodialysis with bipolar membranes." Green Chemistry 22, no. 7 (2020): 2213–24. http://dx.doi.org/10.1039/c9gc02460c.

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31

Juanes, Olga, Juan Carlos Rodriguez-Ubis, Ernesto Brunet, Helmut Pennemann, Michael Kossenjans, and Jürgen Martens. "New Chiral Catalysts ContainingN,O-Heterocycles Derived from Chiral Amino Alcohols." European Journal of Organic Chemistry 1999, no. 12 (1999): 3323–33. http://dx.doi.org/10.1002/(sici)1099-0690(199912)1999:12<3323::aid-ejoc3323>3.0.co;2-w.

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32

Liu, Shuanglong, John Paul C. Pestano та Christian Wolf. "Enantioselective Fluorescence Sensing of Chiral α-Amino Alcohols". Journal of Organic Chemistry 73, № 11 (2008): 4267–70. http://dx.doi.org/10.1021/jo800506a.

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33

Averin, Alexei D., Olga K. Grigorova, Anna S. Malysheva, Alexander V. Shaferov, and Irina P. Beletskaya. "Pd(0)-catalyzed amination in the synthesis of chiral derivatives of BINAM and their evaluation as fluorescent enantioselective detectors." Pure and Applied Chemistry 92, no. 8 (2020): 1367–86. http://dx.doi.org/10.1515/pac-2020-0205.

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AbstractA mini-review covers recent successes in the synthesis of (S)-1,1′-binaphthyl-2,2′-diamine (BINAM) using Pd(0)-catalyzed amination reactions. As a result, versatile compounds with C2-chiral backbone were synthesized, among them are derivatives bearing additional chiral amino and fluorophore groups like dansyl amide, 7-methoxycoumarin, 6-aminoquinoline, different macrocyclic compounds with oxadiamine and polyamine linkers were obtained as well. BINAM derivatives of various structures were evaluated as fluorescent enantioselective detectors for a series of model amino alcohols. Many of t

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34

Wang, Wenge, Xiumin Shen, Fengnian Ma, Zijing Li, and Cong Zhang. "Chiral amino alcohols derived from natural amino acids as chiral solvating agents for carboxylic acids." Tetrahedron: Asymmetry 19, no. 10 (2008): 1193–99. http://dx.doi.org/10.1016/j.tetasy.2008.04.030.

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35

Yoshida, Yasushi, Maho Aono, Takashi Mino та Masami Sakamoto. "Asymmetric synthesis of β-amino cyanoesters with contiguous tetrasubstituted carbon centers by halogen-bonding catalysis with chiral halonium salt". Beilstein Journal of Organic Chemistry 21 (12 березня 2025): 547–55. https://doi.org/10.3762/bjoc.21.43.

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β-Amino cyanoesters are important scaffolds because they can be transformed into useful chiral amines, amino acids, and amino alcohols. Halogen bonding, which can be formed between halogen atoms and electron-rich chemical species, is attractive because of its unique interaction in organic synthesis. Chiral halonium salts have been found to have strong halogen-bonding-donor abilities and work as powerful asymmetric catalysts. Recently, we have developed binaphthyl-based chiral halonium salts and applied them in several enantioselective reactions, which formed the corresponding products in high

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36

Guo, Zheng, Jinglei Xie, Tao Hu, Yunrong Chen, Houchao Tao та Xiaoyu Yang. "Kinetic resolution of N-aryl β-amino alcohols via asymmetric aminations of anilines". Chemical Communications 57, № 74 (2021): 9394–97. http://dx.doi.org/10.1039/d1cc03117a.

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37

Narczyk, Aleksandra, Michał Pieczykolan та Sebastian Stecko. "The synthesis of non-racemic β-alkyl-β-aryl-disubstituted allyl alcohols and their transformation into allylamines and amino acids bearing a quaternary stereocenter". Organic & Biomolecular Chemistry 16, № 21 (2018): 3921–46. http://dx.doi.org/10.1039/c8ob00731d.

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38

Wei, Juan, Xiaoming Zhang, Yaopeng Zhao, and Ruixiang Li. "Chiral Conjugated Microporous Polymers as Novel Chiral Fluorescence Sensors for Amino Alcohols." Macromolecular Chemistry and Physics 214, no. 19 (2013): 2232–38. http://dx.doi.org/10.1002/macp.201300321.

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39

Pushina, Mariia, Sepideh Farshbaf, Elena G. Shcherbakova, and Pavel Anzenbacher. "A dual chromophore sensor for the detection of amines, diols, hydroxy acids, and amino alcohols." Chemical Communications 55, no. 31 (2019): 4495–98. http://dx.doi.org/10.1039/c9cc01051c.

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The determination of enantiomeric excess (ee) in various groups of chiral compounds, namely amines, amino alcohols, diols, and hydroxy acids is performed using a dual chromophore FRET/PET based sensor ensemble.

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40

Begum, Zubeda, Haruka Sannabe, Chigusa Seki та ін. "Simple primary β-amino alcohols as organocatalysts for the asymmetric Michael addition of β-keto esters to nitroalkenes". RSC Advances 11, № 1 (2021): 203–9. http://dx.doi.org/10.1039/d0ra09041g.

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41

Altamore, Timothy M., Oanh T. K. Nguyen, Quentin I. Churches, et al. "Concise Synthesis of Enantiomerically Pure (1'S,2'R)- and (1'R,2'S)-2S-Amino-3-(2'-aminomethyl-cyclopropyl)propionic Acid: Two E-Diastereoisomers of 4,5-Methano-L-lysine." Australian Journal of Chemistry 66, no. 9 (2013): 1105. http://dx.doi.org/10.1071/ch13309.

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A concise synthesis of both E-isomers of 2S-amino-3-(2′-aminomethyl-cyclopropyl)propionic acid, new methano-l-lysines, is described. The synthetic route includes nine steps from l-methionine, with a key step involving the cyclopropanation of an intermediate E-allylic alcohol. The resultant hydroxymethylcyclopropanes were readily separated and converted into the title α-amino acids. The stereochemistry around the cyclopropane rings was deduced by conducting the cyclopropanation in the presence of N,N,N′,N′-tetramethyl-d-tartaric acid diamide butylboronate, a chiral controller which is known to

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42

Sarkar, Shaheen M., Md Eaqub Ali, Md Lutfor Rahman, and Mashitah Mohd Yusoff. "Preparation of Mesoporous Silica-Supported Chiral Amino Alcohols for the Enantioselective Addition of Diethylzinc to Aldehyde and Asymmetric Transfer Hydrogenation to Ketones." Journal of Nanomaterials 2015 (2015): 1–6. http://dx.doi.org/10.1155/2015/381836.

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Optically active (−)-ephedrine, (−)-norephedrine, and (−)-prolinol were immobilized onto cubic mesoporous MCM-48 silica. The immobilized amino alcohols served as a heterogeneous chiral catalyst for the asymmetric addition of diethylzinc to aldehydes and transfer hydrogenation to ketones. The developed catalytic process yielded optically enriches secondary aromatic alcohols with 92–99% conversion and 70–82% enantioselectivity.

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43

Zhou, Feng, Yan Xu, Yao Nie, and Xiaoqing Mu. "Substrate-Specific Engineering of Amino Acid Dehydrogenase Superfamily for Synthesis of a Variety of Chiral Amines and Amino Acids." Catalysts 12, no. 4 (2022): 380. http://dx.doi.org/10.3390/catal12040380.

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Amino acid dehydrogenases (AADHs) are a group of enzymes that catalyze the reversible reductive amination of keto acids with ammonia to produce chiral amino acids using either nicotinamide adenine dinucleotide (NAD+) or nicotinamide adenine dinucleotide phosphate (NADP+) as cofactors. Among them, glutamate dehydrogenase, valine dehydrogenase, leucine dehydrogenase, phenylalanine dehydrogenase, and tryptophan dehydrogenase have been classified as a superfamily of amino acid dehydrogenases (s-AADHs) by previous researchers because of their conserved structures and catalytic mechanisms. Owing to

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Umar, Q., Y. Huang, A. Nazeer, et al. "Synthesis, characterization and anticancer activities of Zn²⁺, Cu²⁺, Co²⁺ and Ni²⁺ complexes involving chiral amino alcohols." RSC Advances 12, no. 49 (2022): 32119–28. http://dx.doi.org/10.1039/d2ra05576g.

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Bourguignon, Jean, Georges Dupas, Vincent Levacher, and Guy Quéguiner. "Chiral NADH Models Derived from Optically Active Amino Alcohols." HETEROCYCLES 39, no. 1 (1994): 405. http://dx.doi.org/10.3987/rev-94-sr(b)2.

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Francalanci, Franco, Pietro Cesti, Walter Cabri, Daniele Bianchi, Tiziano Martinengo, and Marco Foa. "Lipase-catalyzed resolution of chiral 2-amino 1-alcohols." Journal of Organic Chemistry 52, no. 23 (1987): 5079–82. http://dx.doi.org/10.1021/jo00232a002.

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Andrés, JoséM, Yolanda Martín, Rafael Pedrosa та Alfonso Pérez-Encabo. "Enantioselective reformatsky reaction induced by chiral β-amino alcohols". Tetrahedron 53, № 10 (1997): 3787–94. http://dx.doi.org/10.1016/s0040-4020(97)00099-9.

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Seo, Min-Seob, Daeyoung Sun, and Hyunwoo Kim. "Stereoselective Chiral Recognition of Amino Alcohols with 2,2′-Dihydroxybenzil." Journal of Organic Chemistry 82, no. 13 (2017): 6586–91. http://dx.doi.org/10.1021/acs.joc.7b00600.

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Xu, Bei-Jia, Da-Tong Zhang, Bao-Chun Shen, and Xiu-Zhu Xu. "Enantioseparation of Seven Amino Alcohols on Teicoplanin Chiral Column." Chinese Journal of Analytical Chemistry 35, no. 1 (2007): 55–60. http://dx.doi.org/10.1016/s1872-2040(07)60026-7.

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Babić, Katarina, G. H. M. Driessen, A. G. J. van der Ham, and A. B. de Haan. "Chiral separation of amino-alcohols using extractant impregnated resins." Journal of Chromatography A 1142, no. 1 (2007): 84–92. http://dx.doi.org/10.1016/j.chroma.2006.09.045.

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