Academic literature on the topic 'Asymmetric aminohydroxylation'

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Journal articles on the topic "Asymmetric aminohydroxylation"

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Bodkin, Jennifer A., and Malcolm D. McLeod. "The Sharpless asymmetric aminohydroxylation." Journal of the Chemical Society, Perkin Transactions 1, no. 24 (November 21, 2002): 2733–46. http://dx.doi.org/10.1039/b111276g.

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Bushey, Mark L., Michael H. Haukaas, and George A. O'Doherty. "Asymmetric Aminohydroxylation of Vinylfuran." Journal of Organic Chemistry 64, no. 9 (April 1999): 2984–85. http://dx.doi.org/10.1021/jo990095r.

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Kolb, Hartmuth C., and K. Barry Sharpless. "ChemInform Abstract: Asymmetric Aminohydroxylation." ChemInform 30, no. 12 (June 17, 2010): no. http://dx.doi.org/10.1002/chin.199912311.

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Raatz, Dirk, Clara Innertsberger, and Oliver Reiser. "Asymmetric Aminohydroxylation of Heteroaromatic Acrylates." Synlett 1999, no. 12 (December 1999): 1907–10. http://dx.doi.org/10.1055/s-1999-2973.

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Streuff, Jan, Brigitte Osterath, Martin Nieger, and Kilian Muñiz. "First asymmetric aminohydroxylation of acrylamides." Tetrahedron: Asymmetry 16, no. 21 (October 2005): 3492–96. http://dx.doi.org/10.1016/j.tetasy.2005.08.052.

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Reiser, Oliver. "The Sharpless Asymmetric Aminohydroxylation of Olefins." Angewandte Chemie International Edition in English 35, no. 12 (July 9, 1996): 1308–9. http://dx.doi.org/10.1002/anie.199613081.

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Li, Guigen, Han-Ting Chang, and K. Barry Sharpless. "Catalytic Asymmetric Aminohydroxylation(AA) of Olefins." Angewandte Chemie International Edition in English 35, no. 4 (March 1, 1996): 451–54. http://dx.doi.org/10.1002/anie.199604511.

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Kelly, Richard. "Expression of concern: A general and concise asymmetric synthesis of sphingosine, safingol and phytosphingosines via tethered aminohydroxylation." Organic & Biomolecular Chemistry 15, no. 27 (2017): 5851. http://dx.doi.org/10.1039/c7ob90105d.

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Expression of concern for ‘A general and concise asymmetric synthesis of sphingosine, safingol and phytosphingosines via tethered aminohydroxylation’ by Pradeep Kumar et al., Org. Biomol. Chem., 2010, 8, 5074–5086.
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Heravi, Majid M., Tahmineh Baie Lashaki, Bahareh Fattahi, and Vahideh Zadsirjan. "Application of asymmetric Sharpless aminohydroxylation in total synthesis of natural products and some synthetic complex bio-active molecules." RSC Advances 8, no. 12 (2018): 6634–59. http://dx.doi.org/10.1039/c7ra12625e.

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This work shows applications of Asymmetric Sharpless Aminohydroxylation (ASAH) in the stereoselective synthesis of vicinal amino alcohols as important intermediates in the total synthesis of complex molecules and natural products with significant biological activities.
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Kumar, Pradeep, Abhishek Dubey, and Vedavati G. Puranik. "Correction and removal of expression of concern: A general and concise asymmetric synthesis of sphingosine, safingol and phytosphingosines via tethered aminohydroxylation." Organic & Biomolecular Chemistry 18, no. 27 (2020): 5265. http://dx.doi.org/10.1039/d0ob90089c.

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Correction and removal of expression of concern for ‘A general and concise asymmetric synthesis of sphingosine, safingol and phytosphingosines via tethered aminohydroxylation’ by Pradeep Kumar, et al., Org. Biomol. Chem., 2010, 8, 5074–5086, DOI: 10.1039/C0OB00117A.
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Dissertations / Theses on the topic "Asymmetric aminohydroxylation"

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Shuter, Emily Clare. "Studies toward the synthesis of the microsclerodermin natural products." Faculty of Science, School of Chemistry, University of Sydney, 2006. http://hdl.handle.net/2123/1970.

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Doctor of Philosophy (PhD), Science
A concise stereo-selective synthesis of a protected form of APTO 1, an unusual amino acid component of microsclerodermin C 2, was undertaken. Sequential Sharpless Asymmetric Aminohydroxylation (AA) and Asymmetric Dihydroxylation (AD) reactions were used to introduce the chiral amino and hydroxyl groups. Specific directing groups were chosen to ensure high regio- and enantio-selectivity in these reactions. The target compound was reached in a linear reaction sequence of fourteen steps. The strategy was designed to generate common intermediates which could be used to access analogous amino acid fragments in other microsclerodermins. A protected form of AETD 3, from microsclerodermin E, was synthesised via a late-stage common intermediate. Initial studies into the modification of the sequence to allow access to AMPTD 4 and 10-methyl AMPTD 5 were made.
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Shuter, Emily Clare. "Studies toward the synthesis of the microsclerodermin natural products." Thesis, The University of Sydney, 2005. http://hdl.handle.net/2123/1970.

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A concise stereo-selective synthesis of a protected form of APTO 1, an unusual amino acid component of microsclerodermin C 2, was undertaken. Sequential Sharpless Asymmetric Aminohydroxylation (AA) and Asymmetric Dihydroxylation (AD) reactions were used to introduce the chiral amino and hydroxyl groups. Specific directing groups were chosen to ensure high regio- and enantio-selectivity in these reactions. The target compound was reached in a linear reaction sequence of fourteen steps. The strategy was designed to generate common intermediates which could be used to access analogous amino acid fragments in other microsclerodermins. A protected form of AETD 3, from microsclerodermin E, was synthesised via a late-stage common intermediate. Initial studies into the modification of the sequence to allow access to AMPTD 4 and 10-methyl AMPTD 5 were made.
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Mekki, Sofiane. "Synthèse de nouveaux dérivés de l'acide β-hydroxyaspartique β-Substitués : inhibiteurs du transport du glutamate dans le Système Nerveux Central (SNC)." Thesis, Montpellier 2, 2012. http://www.theses.fr/2012MON20079/document.

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Nos travaux ont porté sur la mise au point de synthèse de nouveaux dérivés β-substitués β-hydroxy aspartates : Inhibiteurs du transport du glutamate dans le système nerveux centrale (SNC). Ces analogues d'aspartates ont été caractérisés par différentes méthodes spectroscopiques (RMN-1H, RMN-13C et HRMS) et leur pureté énantiomérique a été confirmée par analyses HPLC chirale et des mesures de pouvoir rotatoire. Ce manuscrit est organisé en trois chapitres : la première partie présente un point bibliographique sur le système glutamatergique dans le SNC, en rappelant les différents récepteurs et transporteurs du glutamate dans ce système ainsi leurs agonistes et antagonistes spécifiques.Puis, nous avons décrit un aperçu sur les différentes synthèses de dérivés aspartates β-substitués et leurs activités inhibitrices vers les transporteurs du Glu dans le SNC.Afin d'avoir une grande diversité dans la structure les dérivés β-substitués β-hydroxy aspartates et réduire le temps de préparation et le nombre d'étapes de synthèse, nous avons développé dans la troisième partie de ce manuscrit deux stratégies originales et récentes pour préparer des dérivés -substitués -hydroxy aspartates via une aminohydroxylation asymétrique de Sharpless, qui est considérée comme l'étape clé dans cette synthèse.Enfin, Les résultats préliminaires de tests biologiques sur les dérivés β-substitués β-hydroxy aspartates protégés montrent que ces composés ne présentent aucune toxicité vers les cellules nerveuses de l'hippocampe de rat. L'étude de la cytotoxicité et l'activité inhibitrice de dérivés β-substitués β-hydroxy aspartates totalement déprotégés vis à vis du transport du glutamate dans le SNC sont actuellement en cours
Our work focused on the development of synthesis of originals β-substituted β-hydroxy aspartates derivatives: Inhibitors of glutamate transport in the central nervous system (CNS).These analogs of aspartate have been characterized by various spectroscopic methods (1H-NMR, 13C-NMR and HRMS) and their enantiomeric purity was confirmed by chiral HPLC analysis and D measurement.This manuscript is organized into three chapters: the first part presents a bibliographical point of the glutamatergic system in CNS, recalling the different receptors and glutamate transporters in this system and their specific agonists and antagonists.Then, we described an overview of the various syntheses of β-substituted aspartates derivatives and their inhibitory activities toward glutamate transporters in CNS.In order, to have a great diversity in the structure of β-substituted β-hydroxy aspartates derivatives and reduce preparation time and the number of synthetic steps, we have developed in the third part of this manuscript two recent and original strategies for prepare β-substituted β-hydroxy aspartates derivatives via asymmetric aminohydroxylation Sharpless, who is considered the key step in this synthesis. Finally, preliminary results of biological tests on optically pure aspartates derivatives showed no toxicity to nerve cells of the rat hippocampus. The study of the inhibitory activity of these derivatives towards transport of glutamate in CNS is currently underway
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Book chapters on the topic "Asymmetric aminohydroxylation"

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Donohoe, Timothy J., and Stefanie Mesch. "Tethered Aminohydroxylation." In Asymmetric Synthesis II, 17–27. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2013. http://dx.doi.org/10.1002/9783527652235.ch3.

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Li, Jie Jack. "Sharpless asymmetric aminohydroxylation." In Name Reactions, 331–32. Berlin, Heidelberg: Springer Berlin Heidelberg, 2002. http://dx.doi.org/10.1007/978-3-662-04835-1_259.

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Bolm, Carsten, Jens P. Hildebrand, and Kilian Muñiz. "Asymmetric Oxidations and Related Reactions: Recent Advances in Asymmetric Dihydroxylation and Aminohydroxylation." In Catalytic Asymmetric Synthesis, 399–428. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2005. http://dx.doi.org/10.1002/0471721506.ch12.

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"Asymmetric Hydroxylation and Aminohydroxylation." In Catalysts for Fine Chemical Synthesis, 103–8. Chichester, UK: John Wiley & Sons, Ltd, 2003. http://dx.doi.org/10.1002/0470855800.ch7.

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Li, W.-R. "Osmium-Catalyzed Asymmetric Aminohydroxylation of Alkenes." In Three Carbon-Heteroatom Bonds: Esters and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-021-00183.

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Chemler, S. R., and T. P. Zabawa. "Synthesis of the Taxol Side Chain Using the Sharpless Catalytic Asymmetric Aminohydroxylation of Cinnamate Esters." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-01154.

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Muñiz, K. "7.16 Addition Reactions with Formation of Carbon-Heteroatom Bonds: (III) Asymmetric Methods of Dihydroxylation, Aminohydroxylation, and Diamination." In Comprehensive Organic Synthesis II, 411–30. Elsevier, 2014. http://dx.doi.org/10.1016/b978-0-08-097742-3.00720-5.

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Taber, Douglass F. "The Boger Synthesis of (+)-Complestatin." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0102.

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(+)-Complestatin 3 shows promising activity against HIV infectivity. Dale L. Boger of Scripps/La Jolla described (J. Am. Chem. Soc. 2010, 132, 7776) an elegant multicomponent assembly of 3, the key step of which was the atropisomer-selective intramolecular Larock cyclization of 1 to 2. The preparation of 1 began with the protected phenethylamine 5, prepared by Sharpless asymmetric aminohydroxylation of the styrene 4. Conversion of 5 to the areneboronic acid followed by coupling with 6 delivered 7. Acylation led to 8, with the stage set for nitro-assisted addition-elimination, to form the first bis-aryl ether of 3. The product was a mixture of atropisomers, subsequently symmetrized to 9 by removal of the nitro group. Acylation of 9 led to 1. The role of the silyl group on the alkyne of 1 was to direct the regioselectivity of the intramolecular Larock indole synthesis. Again, two atropisomers were possible from the cyclization. Earlier model studies had suggested some preference for one over the other. As it turned out, in this case the desired atropisomer was the only one observed. It is particularly striking that the coupling was efficient even in the presence of the readily reduced and unprotected chlorophenols. The modular nature of this route to (+)-complestatin 3 will make it possible to prepare a variety of analogues. As long as only the substituents on the periphery are changed, the atropisomer selectivity in the Larock cyclization should be maintained.
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