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Journal articles on the topic 'Asymmetric aminohydroxylation'

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Published: 4 June 2021

Last updated: 20 February 2023

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1

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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2

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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3

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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4

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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5

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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6

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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7

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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8

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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9

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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10

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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11

Thomas, Allen A., and K. Barry Sharpless. "The Catalytic Asymmetric Aminohydroxylation of Unsaturated Phosphonates." Journal of Organic Chemistry 64, no. 22 (October 1999): 8379–85. http://dx.doi.org/10.1021/jo990060r.

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12

Kandula, Subba Rao V., and Pradeep Kumar. "An asymmetric aminohydroxylation route to (+)-l-733,060." Tetrahedron: Asymmetry 16, no. 21 (October 2005): 3579–83. http://dx.doi.org/10.1016/j.tetasy.2005.09.010.

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13

Zhang, Hongxing, Peng Xia, and Weishan Zhou. "Application of asymmetric aminohydroxylation to heteroaromatic acrylates." Tetrahedron: Asymmetry 11, no. 16 (August 2000): 3439–47. http://dx.doi.org/10.1016/s0957-4166(00)00308-6.

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14

LI, G., H. T. CHANG, and K. B. SHARPLESS. "ChemInform Abstract: Catalytic Asymmetric Aminohydroxylation of Olefins." ChemInform 27, no. 22 (August 5, 2010): no. http://dx.doi.org/10.1002/chin.199622040.

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15

Shen, Hong-Cheng, Yu-Feng Wu, Ying Zhang, Lian-Feng Fan, Zhi-Yong Han, and Liu-Zhu Gong. "Palladium-Catalyzed Asymmetric Aminohydroxylation of 1,3-Dienes." Angewandte Chemie 130, no. 9 (February 6, 2018): 2396–400. http://dx.doi.org/10.1002/ange.201712350.

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16

Shen, Hong-Cheng, Yu-Feng Wu, Ying Zhang, Lian-Feng Fan, Zhi-Yong Han, and Liu-Zhu Gong. "Palladium-Catalyzed Asymmetric Aminohydroxylation of 1,3-Dienes." Angewandte Chemie International Edition 57, no. 9 (February 6, 2018): 2372–76. http://dx.doi.org/10.1002/anie.201712350.

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17

Nilov, Dmitry, and Oliver Reiser. "The Sharpless Asymmetric Aminohydroxylation -Scope and Limitation." Advanced Synthesis & Catalysis 344, no. 10 (December 2002): 1169–73. http://dx.doi.org/10.1002/1615-4169(200212)344:10<1169::aid-adsc1169>3.0.co;2-g.

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18

Raatz, Dirk, Clara Innertsberger, and Oliver Reiser. "ChemInform Abstract: Asymmetric Aminohydroxylation of Heteroaromatic Acrylates." ChemInform 31, no. 12 (June 9, 2010): no. http://dx.doi.org/10.1002/chin.200012093.

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19

Sun, Xiaoli, Qiaofeng Wang, Ru Jiang, and Shengyong Zhang. "A highly efficient and recoverable bi-cinchona alkaloid ligand for the catalytic asymmetric aminohydroxylation of olefins." Journal of the Serbian Chemical Society 71, no. 10 (2006): 995–99. http://dx.doi.org/10.2298/jsc0610995s.

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A new freely recyclable bi-cinchona alkaloid ligand has been developed for the homogeneous catalytic asymmetric aminohydroxylation (AA) of olefins. It can be easily recovered by precipitation and reused for 5 times without any significant loss in its catalytic efficiency in AA reactions. .

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20

Zhang, Yong-Qiang, Yong-An Yuan, Guan-Sai Liu, and Hao Xu. "Iron(II)-Catalyzed Asymmetric Intramolecular Aminohydroxylation of Indoles." Organic Letters 15, no. 15 (July 22, 2013): 3910–13. http://dx.doi.org/10.1021/ol401666e.

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21

REISER, O. "ChemInform Abstract: The Sharpless Asymmetric Aminohydroxylation of Olefins." ChemInform 27, no. 39 (August 4, 2010): no. http://dx.doi.org/10.1002/chin.199639291.

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22

Kumar, Pradeep, Abhishek Dubey, and Vedavati G. Puranik. "A general and concise asymmetric synthesis of sphingosine, safingol and phytosphingosines via tethered aminohydroxylation." Organic & Biomolecular Chemistry 8, no. 22 (2010): 5074–86. http://dx.doi.org/10.1039/c0ob00117a.

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A novel, practical and efficient enantioselective synthesis of sphingoid bases, l-threo-[2S,3S]-sphinganine (safingol), l-threo-[2S,3S]-sphingosine, l-arabino-[2R,3S,4R] and l-xylo-[2R,3S,4S]-C₁₈-phytosphingosine is described. The synthetic strategy features the Sharpless kinetic resolution and tethered aminohydroxylation as the key steps.

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23

Harding, Michael, Jennifer A. Bodkin, Fatiah Issa, Craig A. Hutton, Anthony C. Willis, and Malcolm D. McLeod. "The asymmetric aminohydroxylation route to GABOB and homoserine derivatives." Tetrahedron 65, no. 4 (January 2009): 831–43. http://dx.doi.org/10.1016/j.tet.2008.11.037.

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24

Tao, Beata, Gunther Schlingloff, and K. Barry Sharpless. "Reversal of regioselection in the asymmetric aminohydroxylation of cinnamates." Tetrahedron Letters 39, no. 17 (April 1998): 2507–10. http://dx.doi.org/10.1016/s0040-4039(98)00350-5.

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25

O'Brien, Peter, Simon A. Osborne, and Daniel D. Parker. "Asymmetric aminohydroxylation of substituted styrenes using t-butyl carbamate." Tetrahedron Letters 39, no. 23 (June 1998): 4099–102. http://dx.doi.org/10.1016/s0040-4039(98)00665-0.

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26

Kim, Guncheol, and Nakjeong Kim. "A new synthetic route to (−)-cassine via asymmetric aminohydroxylation." Tetrahedron Letters 48, no. 26 (June 2007): 4481–83. http://dx.doi.org/10.1016/j.tetlet.2007.05.005.

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27

Bentzinger, Guillaume, Wesley De Souza, Catherine Mullié, Patrice Agnamey, Alexandra Dassonville-Klimpt, and Pascal Sonnet. "Asymmetric synthesis of new antimalarial aminoquinolines through Sharpless aminohydroxylation." Tetrahedron: Asymmetry 27, no. 1 (January 2016): 1–11. http://dx.doi.org/10.1016/j.tetasy.2015.11.003.

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28

O'Brien, Peter. "Sharpless Asymmetric Aminohydroxylation: Scope, Limitations, and Use in Synthesis." Angewandte Chemie International Edition 38, no. 3 (February 1, 1999): 326–29. http://dx.doi.org/10.1002/(sici)1521-3773(19990201)38:3<326::aid-anie326>3.0.co;2-t.

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29

Zhang, Hongxing, Peng Xia, and Weishan Zhou. "ChemInform Abstract: Application of Asymmetric Aminohydroxylation to Heteroaromatic Acrylates." ChemInform 32, no. 5 (January 30, 2001): no. http://dx.doi.org/10.1002/chin.200105028.

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30

Thomas, Allen A., and K. Barry Sharpless. "ChemInform Abstract: The Catalytic Asymmetric Aminohydroxylation of Unsaturated Phosphonates." ChemInform 31, no. 9 (June 10, 2010): no. http://dx.doi.org/10.1002/chin.200009035.

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31

Bolm, Carsten, Jens P. Hildebrand, and Kilian Muniz. "ChemInform Abstract: Recent Advances in Asymmetric Dihydroxylation and Aminohydroxylation." ChemInform 32, no. 29 (May 25, 2010): no. http://dx.doi.org/10.1002/chin.200129255.

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32

Li, Guigen, K. Barry Sharpless, Carl E. Olsen, Birgitte R. Rassing, Jo Klaveness, Frode Rise, Kjell Undheim, et al. "Catalytic Asymmetric Aminohydroxylation Provides a Short Taxol Side-chain Synthesis." Acta Chemica Scandinavica 50 (1996): 649–51. http://dx.doi.org/10.3891/acta.chem.scand.50-0649.

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33

Davey, Roger M., Margaret A. Brimble, and Malcolm D. McLeod. "Regioselective asymmetric aminohydroxylation of precursors to 2,3,6-trideoxy-3-aminohexoses." Tetrahedron Letters 41, no. 26 (June 2000): 5141–45. http://dx.doi.org/10.1016/s0040-4039(00)00798-x.

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34

Choudary, Boyapati M., Naidu S. Chowdari, Karangula Jyothi, and Mannepalli Lakshmi Kantam. "Heterogeneous catalytic asymmetric aminohydroxylation of olefins using LDH-supported OsO4." Journal of Molecular Catalysis A: Chemical 196, no. 1-2 (April 2003): 151–56. http://dx.doi.org/10.1016/s1381-1169(02)00645-3.

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35

Xie, Juan, and Jean-Marc Valéry. "INVESTIGATION OF THE SHARPLESS ASYMMETRIC AMINOHYDROXYLATION WITH C-ALLYL GLYCOSIDES." Journal of Carbohydrate Chemistry 20, no. 6 (July 31, 2001): 441–45. http://dx.doi.org/10.1081/car-100106927.

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36

Masse, Craig E., Adam J. Morgan, and James S. Panek. "An Asymmetric Aminohydroxylation Approach to the Azepine Core of (−)-Balanol." Organic Letters 2, no. 17 (August 2000): 2571–73. http://dx.doi.org/10.1021/ol0061034.

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37

Haukaas, Michael H., and George A. O'Doherty. "Synthesis ofd- andl-Deoxymannojirimycin via an Asymmetric Aminohydroxylation of Vinylfuran." Organic Letters 3, no. 3 (February 2001): 401–4. http://dx.doi.org/10.1021/ol006907j.

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38

Goossen, Lukas J., Hong Liu, K. Ruprecht Dress, and K. Barry Sharpless. "Catalytic Asymmetric Aminohydroxylation with Amino-Substituted Heterocycles as Nitrogen Sources." Angewandte Chemie International Edition 38, no. 8 (April 19, 1999): 1080–83. http://dx.doi.org/10.1002/(sici)1521-3773(19990419)38:8<1080::aid-anie1080>3.0.co;2-d.

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39

Rudolph, Joachim, Peter C. Sennhenn, Cornelis P. Vlaar, and K. Barry Sharpless. "Smaller Substituents on Nitrogen Facilitate the Osmium-Catalyzed Asymmetric Aminohydroxylation." Angewandte Chemie International Edition in English 35, no. 2324 (December 1996): 2810–13. http://dx.doi.org/10.1002/anie.199628101.

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40

Li, Guigen, Hubert H. Angert, and K. Barry Sharpless. "N-Halocarbamate Salts Lead to More Efficient Catalytic Asymmetric Aminohydroxylation." Angewandte Chemie International Edition in English 35, no. 2324 (December 1996): 2813–17. http://dx.doi.org/10.1002/anie.199628131.

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41

Zhang, Yong-Qiang, Yong-An Yuan, Guan-Sai Liu, and Hao Xu. "ChemInform Abstract: Iron(II)-Catalyzed Asymmetric Intramolecular Aminohydroxylation of Indoles." ChemInform 44, no. 51 (December 2, 2013): no. http://dx.doi.org/10.1002/chin.201351114.

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42

O'Brien, Peter. "ChemInform Abstract: Sharpless Asymmetric Aminohydroxylation: Scope, Limitations, and Use in Synthesis." ChemInform 30, no. 19 (June 16, 2010): no. http://dx.doi.org/10.1002/chin.199919296.

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43

O'BRIEN, P., S. A. OSBORNE, and D. D. PARKER. "ChemInform Abstract: Asymmetric Aminohydroxylation of Substituted Styrenes Using t-Butyl Carbamate." ChemInform 29, no. 34 (June 20, 2010): no. http://dx.doi.org/10.1002/chin.199834050.

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44

TAO, B., G. SCHLINGLOFF, and K. B. SHARPLESS. "ChemInform Abstract: Reversal of Regioselection in the Asymmetric Aminohydroxylation of Cinnamates." ChemInform 29, no. 28 (June 21, 2010): no. http://dx.doi.org/10.1002/chin.199828042.

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45

Morgan, Adam J., Craig E. Masse, and James S. Panek. "Reversal of Regioselection in the Sharpless Asymmetric Aminohydroxylation of Aryl Ester Substrates." Organic Letters 1, no. 12 (December 1999): 1949–52. http://dx.doi.org/10.1021/ol9903032.

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46

Cruz, David Cruz, Pedro A. Sánchez-Murcia, and Karl Anker Jørgensen. "Formal asymmetric enone aminohydroxylation: organocatalytic one-pot synthesis of 4,5-disubstituted oxazolidinones." Chemical Communications 48, no. 49 (2012): 6112. http://dx.doi.org/10.1039/c2cc32385k.

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47

Demko, Zachary P., Michael Bartsch, and K. Barry Sharpless. "Primary Amides. A General Nitrogen Source for Catalytic Asymmetric Aminohydroxylation of Olefins." Organic Letters 2, no. 15 (July 2000): 2221–23. http://dx.doi.org/10.1021/ol000098m.

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48

Andersson, Malin A., Robert Epple, Valery V. Fokin, and K. Barry Sharpless. "A New Approach to Osmium-Catalyzed Asymmetric Dihydroxylation and Aminohydroxylation of Olefins." Angewandte Chemie International Edition 41, no. 3 (January 29, 2002): 472–75. http://dx.doi.org/10.1002/1521-3773(20020201)41:3<472::aid-anie472>3.0.co;2-7.

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49

Masse, Craig E., Adam J. Morgan, and James S. Panek. "ChemInform Abstract: An Asymmetric Aminohydroxylation Approach to the Azepine Core of (-)-Balanol." ChemInform 31, no. 47 (November 21, 2000): no. http://dx.doi.org/10.1002/chin.200047228.

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50

Goossen, Lukas J., Hong Liu, K. Ruprecht Dress, and K. Barry Sharpless. "ChemInform Abstract: Catalytic Asymmetric Aminohydroxylation with Amino-Substituted Heterocycles as Nitrogen Sources." ChemInform 30, no. 33 (June 14, 2010): no. http://dx.doi.org/10.1002/chin.199933040.

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