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Synthetic Fluorination Methodology
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Medicinal and Biological Chemistry
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Graduate and Postdoctoral Work
Book Chapters and Minor Works
Ryan Altman
Our Team
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Synthetic Fluorination Methodology
Medicinal and Biological Chemistry
Folder: Publications
Back
All Publications
Synthetic Organic Methodology
Medicinal and Biological Chemistry
Reviews
Graduate and Postdoctoral Work
Book Chapters and Minor Works
Ryan Altman
Our Team
Links
Delta Opioid Receptor, Medicinal and Biological Chemistry, Pre 2020 Altmaniacs 6/14/24 Delta Opioid Receptor, Medicinal and Biological Chemistry, Pre 2020 Altmaniacs 6/14/24

34. The Meta-Position of Phe4 in Leu-enkephalin Regulates Potency, Selectivity, Functional Activity, and Signaling Bias at the Delta and Mu Opioid Receptors

Cassell, R. J.; Sharma K. S.; Su, H.; Cummins, B. R.; Cui, H.; Mores, K. L.; Blaine, A. T.; Altman, R. A.;* van Rijn, R. M.*

Molecules 2019, 24, 4542.

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Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

33. BBDFA: A Practical Reagent for Trifluoromethylation of Allylic and Benzylic Alcohols on Preparative Scale

Han, C.;* Alabanza, L. M.; Kelly, S. M.; Orsi, D. L.; Gosselin, F.; Altman, R. A.*

Org. Proc. Res. Dev. 2019, 23, 1695–1702.

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Fluorinated Alkenes, Organofluorine Methodology, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Fluorinated Alkenes, Organofluorine Methodology, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

32. Organocatalytic Strategy for Hydrophenolation of gem-Difluoroalkenes

Orsi, D. L.; Yadav, M. R.; Altman, R. A.*

Tetrahedron 2019, 75, 4325–4336.

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Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

31. Synthesis of C2-Deutero-L-Tryptophan by Sequential Ir-Catalyzed Reactions

Vallakati, R. K.; Plotnikov, A. T.; Altman, R. A.*

Tetrahedron 2019, 75, 2261–2264.

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Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

30. Catalytic One-Step Deoxytrifluoromethylation of Alcohols

de Azambuja, F.; Lovrien, S. K.; Ross, P.; Ambler, B. R.; Altman, R. A.*

J. Org. Chem. 2019, 84, 2061–2071.

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Fluorination in Medicinal Chemistry, Medicinal and Biological Chemistry, Pre 2020 Altmaniacs 6/14/24 Fluorination in Medicinal Chemistry, Medicinal and Biological Chemistry, Pre 2020 Altmaniacs 6/14/24

29. Synthesis of Leu-Enkephalin Peptidomimetics Containing Trifluromethylalkenes as Amide Isopolar Mimics

Eeda, V.; Selvaraju, M.; Altman, R. A.*

J. Fluorine Chem. 2019, 218, 90–98.

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Fluorination in Medicinal Chemistry, Medicinal and Biological Chemistry, Pre 2020, Delta Opioid Receptor Altmaniacs 6/14/24 Fluorination in Medicinal Chemistry, Medicinal and Biological Chemistry, Pre 2020, Delta Opioid Receptor Altmaniacs 6/14/24

28. Tyr1-ψ[(Z)CF═CH]-Gly2 Fluorinated Peptidomimetic Improves Distribution and Metabolism Properties of Leu-Enkephalin

Altman, R. A.*; Sharma, K. K.; Rajewski, L. G.; Toren, P. C.; Baltezor, M. J.; Pal, M.; Karad, S. N.

ACS Chem. Neurosci. 2018, 9, 1735–1742.

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Medicinal and Biological Chemistry, Pre 2020, Kynurenine Pathway Altmaniacs 6/14/24 Medicinal and Biological Chemistry, Pre 2020, Kynurenine Pathway Altmaniacs 6/14/24

27. Stepwise O-Atom Transfer in Heme-based Tryptophan Dioxygenase: The Role of Substrate Ammonium in the Epoxide Ring Opening

Shin, I.; Ambler, B. R.; Wherritt, D.; Griffith, W.; Maldonado, A.; Altman, R. A.;* Liu, A.*

J. Am. Chem. Soc. 2018, 140, 4372–4379.

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Reviews, Organofluorine Methodology, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Reviews, Organofluorine Methodology, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

26. Exploiting the Unusual Effects of Fluorine in Methodology

Orsi, D. L.; Altman, R. A.*

Chem. Commun. 2017, 53, 7168–7181.

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Fluorinated Alkenes, Organofluorine Methodology, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Fluorinated Alkenes, Organofluorine Methodology, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

25. Base Catalysis Enables Access to α,α-Difluoroalkylthio-ethers

Orsi, D. L.; Easley, B. J.; Lick, A. M.; Altman, R. A.*

Org. Lett. 2017, 19, 1570–1573.

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Fluorination in Medicinal Chemistry, Medicinal and Biological Chemistry, Pre 2020, Delta Opioid Receptor Altmaniacs 6/14/24 Fluorination in Medicinal Chemistry, Medicinal and Biological Chemistry, Pre 2020, Delta Opioid Receptor Altmaniacs 6/14/24

24. Synthesis and Opioid Activity of Tyr1–ψ[(Z)CF=CH]–Gly2 and Tyr1–ψ[(S)/(R)-CF3CH–NH]–Gly2 Leu-enkephalin Fluorinated Peptidomimetics

Karad, S. N.; Pal, M.; Crowley, R. S.; Prisinzano, T. E.; Altman, R. A.*

ChemMedChem 2017, 12, 571–576.

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Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

22. Palladium Catalysis Enables Benzylation of α,α-Difluoroketone Enolates

Yang, M.-H.; Hunt, J. R.; Sharifi, N.; Altman, R. A.*

Angew. Chem. Int. Ed. 2016, 55, 9080–9083.

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Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

21. Copper-Catalyzed Synthesis of Trifluoroethylarenes from Benzylic Bromodifluoroacetates

Ambler, B. R.; Zhu, L.; Altman, R. A.*

J. Org. Chem. 2015, 80, 8449–8457.

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Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

20. Ligand-controlled Regioselective Cu-Catalyzed Trifluoromethylation to Generate Trifluoromethyl Allenes

Ambler, B. R.; Peddi, S.; Altman, R. A.*

Org. Lett. 2015, 17, 2506–2509.

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Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

19. Ligand-Controlled Regiodivergent Palladium-catalyzed Decarboxylative Allylation Reaction to Access α,α-Difluoroketones

Yang, M.-H.; Orsi, D.; Altman, R. A.*

Angew. Chem. Int. Ed. 2015, 54, 2361–2365.

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Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020, Fluorinated Alkenes Altmaniacs 6/14/24 Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020, Fluorinated Alkenes Altmaniacs 6/14/24

18. Metal-free Trifluoromethylation of Aromatic and Heteroaromatic Aldehydes and Ketones

Qiao, Y.; Si, T.; Yang, M.-H.; Altman, R. A.*

J. Org. Chem. 2014, 79, 7122–7131.

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Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

17. Copper-catalyzed Conversion of Propargylic Bromodifluoroacetates to Trifluoromethanes

Ambler, B. R.; Peddi, S.; Altman, R. A.*

Synthesis 2014, 46, 1938–1946.

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Reviews, Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Reviews, Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

16. Decarboxylative Fluorination Strategies for Accessing Medicinally-Relevant Products

Qiao, Y.; Ambler, B. R.; Zhu, L.; Altman, R. A.*

Curr. Top. Med. Chem. 2014, 14, 966–978.

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Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24 Organofluorine Methodology, Decarboxylative and Deoxygenative Fluoroalkylation Coupling, Synthetic Organic Methodology, Pre 2020 Altmaniacs 6/14/24

15. Copper-Catalyzed Trifluoromethylation of Allylic Bromodifluoroacetic Esters

Ambler, B. R.; Altman, R. A.*

Org. Lett. 2013, 15, 5578–5581.

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Organofluorine Methodology, Synthetic Organic Methodology, Pre 2020, Deoxyfluoroalkylation, Decarboxylative and Deoxygenative Fluoroalkylation Coupling Altmaniacs 6/14/24 Organofluorine Methodology, Synthetic Organic Methodology, Pre 2020, Deoxyfluoroalkylation, Decarboxylative and Deoxygenative Fluoroalkylation Coupling Altmaniacs 6/14/24

14. Copper-Mediated Deoxygenative Trifluoromethylation of Benzylic Xanthates: Formation of C(sp3)–CF3 from an O-Based Electrophile

Zhu, L.; Liu, S.; Douglas, J. T.; Altman, R. A.*

Chem. Eur. J. 2013, 19, 12800–12805.

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