Independent Work:
Submitted for review and preprints:
A) Rutkoski, R.; Firsov, A.; Wu, H.; Nagorny, P.* "New strategies for diversifying steroidal scaffold to generate b17-heterocycle-substituted derivatives from a common readily accessible intermediate" 2024, Submitted.
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B) Kwok, R. W.; Rutkoski, R.; Nagorny, P.* Marianski, M.* "Stereoelectronic effect of protecting groups on the stability of glycosyl donor intermediates" 2024, Submitted.
Published Work:
62) Eid, S.; Zhao, W.; Williams, D.; Nasser, Z.; Griffin, J.; Nagorny, P. Schmitt-Ulms, G. "Update on a brain-penetrant cardiac glycoside that can lower cellular prion protein levels in human and guinea pig paradigms"PLoS One 2024, 19(9), e0308821. (DOI: 10.1371/journal.pone.0308821). Access Publication Here.
61) Krishnarjuna, B.; Sharma, G.; Hiiuk, V.; Struppe, J.; Nagorny, P.; Ivanova, M.; Ramamoorthy, A. "Nanodisc reconstitution and characterization of amyloid-b-precursor protein C99" Anal. Chem. 2024, 96, 9362. Access Publication Here.
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60) Tichvon, C.; Zviagin, E.; Surma, Z.; Nagorny, P.* "Concise Synthesis of Bufadienolide Cinobufagin via Late-Stage Singlet Oxygen Oxiation/Rearrangement Approach" Org. Lett. 2024, 26, 2445. Access the Article Here.
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59. Zhelavskyi, O.; Parikh, S.; Staples, R. J.; Zimmerman, P. M., Nagorny, P.* "Green Light Promoted Iridium(III)/Copper(I)-Catalyzed Addition of Alkynes to Aziridinoquinoxalines Through the Intermediacy of Azomethine Ylides" Angew. Chem. Int. Ed. 2024, e202318876, DOI: 10.1002/anie.202318876. Access Article Here.
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58. Rutkoski, R.; Debarba, L. K.; Stilgenbauer, L.; Rosenthal, T.; Sadagurski, M.;* Nagorny, P.* "Selective (a)-L-Rhamnosylation and Neuroprotective Activity Exploration of Cardiotonic Steroids" ACS Med. Chem. Lett. 2024,15, 280. Access Article Here.
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57. Rutkoski, R.; Arguelles, A. J.; Huang, Q.; Nagorny, P.* "Development of Recyclable Polystyrene Supported Phosphonic Acid Resins for Carbohydrate Immobilization and Glycosylation" J. Org. Chem. 2023, 88, 16467. Access Article Here.
56. Jhang, Y.-J.#; Zhelavskyi, O.#; Nagorny, P.*; “Enantioselective Parallel Kinetic Resolution of Aziridine-Containing Quinoxalines via Chiral Phosphoric Acid-Catalyzed Transfer Hydrogenation”Org.Lett. 2023, 25, 7721. Access Article Here
55. Zhelavskyi, O.; Jhang, Y.-J.; Nagorny, P.*; “Asymmetric Transfer Hydrogenation of Heterocyclic Compounds in Continuous Flow Using an Immobilized Chiral Phosphoric Acid as the Catalyst” Synthesis 2023, 55, 2361 (Special Edition Dedicated to D. A. Evans). Access Article Here
54. Carney, N.; Perry, N.; Garabedian, J.; Nagorny, P. "Development of a-Selective Glycosylation with L-Oleandral and Its Application to the Total Synthesis of Oleandrin" Org. Lett. 2023, 6, 966. Access Article Here
53. Eid, S.; Zerbes, T.; Williams, D.; Wang, X. Z.; Sackmann, C.; Meier, S.; Dulin, N. O.; Nagorny, P. Schmitt-Ulms, G. “Indentification of a Cardiac Glycoside Exhibiting Favorable Brain Bioavailability and Potency for Reducing Levels of the Cellular Prion Protein” Int. J. Mol. Sci. 2022, 23, 14823. Access Article Here.
52. Kim, S.; Nagorny, P. "Electrochemical Fluorination with Sulfur(VI) Hexafluoride for the Synthesis of Glycosyl Fluoride" Org. Lett. 2022, 24, 2294. Access Article Here.
51. Diaz, N.; Nagorny, P. "(11bR)-4-Hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]-dinaphtho[2,1-d: 1',2'-f][1,3,2]dioxaphosphepin-4-oxide, [(R)-TRIP] & (11bS)-4-Hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]-dinaphtho[2,1-d: 1',2'-f][1,3,2]dioxaphosphepin-4-oxide, [(S)-TRIP]" (Update) Encyclopedia of Reagents in Organic Synthesis 2022. Access Article Here.
50. Sun, S.; Fejedelem, Z.; Song, S.; Nagorny, P. "Synthesis of (((1R,3S,3'S)-3,3'-diethyl-3H,3'H-1,1'-spirobi[isobenzofuran]-7,7'-diyl)bis(oxy))bis(diphenylphosphane) Org. Syn. 2022, 99, 190.
49. Sun, S.; Nagorny, P. "Synthesis of Chiral Aziridine Ligands for Asymmetric Alkylation with Alkylzincs: diphenyl((S)-1-((S)-1-phenylethyl)aziridin-2-yl)methanol" Org. Syn. 2021, 98, 446. Access Article Here.
48. Wang, S.; Zhelavskyi, O.; Lee, J.; Arguelles, A. J.; Khomutnyk, Y.; Mensah, E. A.; Guo, H.; Hourani, R.; Zimmerman, P. M.; Nagorny, P. "Studies of catalyst-controlled regioselective acetalization and its application to single-pot synthesis of differentially protected saccharides" J. Am. Chem. Soc. 2021, 143, 18592. Access Article Here
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47. Sun, S.; Nagorny, P. " Synthesis and Evaluation of C2-Symmetric SPIROL-based bis-Oxazoline Ligands" Symmetry 2021, 13, 1667. (Special Edition dedicated to Symmetric and Asymmetric Total Synthesis). Access Article Here.
46. Fejedelem, Z.; Carney, N.; Nagorny, P. "Synthesis of cardiotonic steroids oleandrigenin and rhodexin B" J. Org. Chem. 2021, 86, 10249. Access Article Here.
45. Kim, S.; Khomutnyk, Y.; Bannykh, A.; Nagorny, P. "Synthesis of glycosyl fluorides by photochemical fluorination with sulfur(VI) hexafluoride" Org. Lett. 2021, 23, 190. (ACS Editor's Choice). Access this manuscript here.
44. Sun, S.; Nagorny, P. "Exploration of chiral diastereomeric spiroketal (SPIROL)-based phosphinite ligands in asymmetric hydrogenation of heterocycles" Chem. Commun. 2020, 56, 8432.
43. Wang, S.; Arguelles, A. J.; Tay, J.-H.; Hotta, M.; Zimmerman, P. M.*; Nagorny, P.* "Experimental and computational studies on regiodivergent chiral phosphoric acid catalyzed cycloisomerization of mupirocin methyl ester" Chem. Eur. J. 2020, 26, 4583 (Hot Article). Access Paper Here.
42. Khatri, H. R.; Carney, N.; Rutkoski, R.; Bhattarai, B.; Nagorny, P. "Recent progress in steroid synthesis triggered by the emergence of new catalytic methods" Eur. J. Org. Chem. 2020, 21, 755 (Invited Minireview); Access Paper Here.
41.Khatri, H. R.; Bhattarai, B.; Kaplan, W.; Li, Z.; Long, M. J. C.;* Aye, Y.;* Nagorny, P.* "Modular total synthesis and cell-based anticancer activity evaluation of ouabagenin and other cardiotonic steroids with varying degrees of oxygenation" J. Am. Chem. Soc. 2019, 141, 4849. Access Paper Here.
40.Tay, J.-H.; Dorokhov, V.; Wang, S.; Nagorny, P. "Regioselective Single Pot C3-Glycosylation of Strophanthidol Using Methylboronic Acid as a Traceless Protecting Group" J. Antibiotics, 2019, 72, 437 (Invited Contribution to the Special Issue Dedicated to Professor Samuel Danishefsky). Access paper here.
39.Kearney, S. E. et al. "Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space" ACS Cent. Sci., 2018, 4, 1727. Access paper here.
38. Lee, J.; Wang, S.; Callahan, M.; Nagorny, P.* "Copper(II)-catalyzed tandem decarboxylative Michael/Aldol reactions leading to the formation of functionalized cyclohexenones" Org. Lett., 2018, 20, 2067. Access paper here.
37. Arguelles, A. J.; Sun, S.; Budaitis, B.; Nagorny, P.* "Design, synthesis, and application of chiral C2-symmetric spiroketal-containing ligands in transition-metal catalysis" Angew. Chem. Int. Ed., 2018, 57, 5325. Access paper here.
36. Bhattarai, B.; Nagorny, P.* "Enantioselective total synthesis of cannogenol-3-O-a-L-rhamnoside via sequential Cu(II)-catalyzed Michael addition/intramolecular aldol cyclization reactions" Org.Lett., 2018, 20, 154. Access paper here.
35. Lee, J.; Borovika, A.; Khomutnyk, Y.; Nagorny, P.* "Chiral phosphoric acid-catalyzed desymmetrizative glycosylation of 2-deoxystreptamine and its application to aminoglycoside synthesis" Chem. Commun., 2017, 53, 8976. (themed issue "Site Selective Molecular Transformations"). Access paper here.
34. Tay, J.-H.; Nagorny, P.* "Bronsted Acid Catalysts Derived from Phosphorous" Non-nitregenous Organocatalysis, Chapter 3, 2017 (edited by Andrew Harned), In Production.
33. Tay, J.-H.; Arguelles, A. J.; DeMars II, M. D.; Zimmerman, P. M.;* Sherman, D. H.;* Nagorny, P.* "Regiodivergent Glycosylations of 6-deoxy-Erythronolide B and Oleandomycin-derivied Macrolides Enabled by Chiral Acid Catalysis" J. Am. Chem. Soc. 2017, 139, 8570. Access paper here.
32. Nagorny, P.;* Sun, Z.* "New Approaches to Organocatalysis Based on C–H and C–X bonding for Electrophilic Substrate Activation" Beilst. J. Org. Chem. 2016, 12, 2834. Access paper here.
31. Kaplan, W.; Khatri, H. R.; Nagorny, P. "Concise Enantioselective Total Synthesis of Cardiotonic Steroids 19-Hydroxysarmentogenin and Trewianin Aglycone" J. Am. Chem. Soc. 2016, 138, 7194. Access paper here.
30. Nagorny, P.; Cichowicz, N. "New Strategy Based on Sequential Michael/Aldol Reactions for the Asymmetric Synthesis of Cardenolides" Strategies and Tactics in Organic Synthesis 12 (Book chapter), Volume 12, Chapter 9, 2016 (edited by Michael Harmata), 238-266.
29. Khomutnyk, Y. Y.; Arguelles, A. J.; Winschel, G. A.; Sun, Z.; Zimmerman, P. M.;* Nagorny, P.* "Studies of the Mechanism and Origins of Enantioselectivity for the Chiral Phosphoric Acid-Catalyzed Stereoselective Spiroketalization" J. Am. Chem. Soc. 2016, 138, 444.Access paper here
28. Tay, J.-H.; Nagorny, P.* "31P NMR-based Method for Determining Enantiopurity of Chiral Phosphoric Acids, and Its Application to the BINOL- and H8-BINOL-based Chiral Phosphoric Acid Thermal Racemization Studies" Synlett (Invited submission for Asymmetric Phosphoric Acid Catalysis Cluster) 2016, 27(04), 551-554. Access paper here.
27.Cichowicz, N.; Kaplan, W.; Khomutnik, I.; Bhattarai, B.; Sun, Z.; Nagorny, P.* "Concise enantioselective synthesis of oxygenated steroids via sequential copper(II)-catalyzed Michael addition/intramolecular aldol cyclization reactions" J. Am. Chem. Soc. 2015, 137, 14341. (One of the top 20 most downloaded JACS publications in the month of December). Access paper here.
26. Larsen, B. J.; Sun, Z.; Lachacz, E.; Khomutnik, I.; Soellner, M. B.*; Nagorny, P.* "Synthesis and Biological Evaluation of Lactimidomycin and its Analogs" Chem. Eur. J. 2015, 21, 19159.Access paper here.
25. Tay, J.-H.; Arguelles, J. A.; Nagorny, P.* "Direct Interconversion of BINOL and H8-BINOL-based Chiral Bronsted Acids Using Single Step Red/Ox Manipulations" Org. Lett.2015, 17, 3774. Access paper here
24. Bhattarai, B.; Tay, J.-H.; Nagorny, P.* "Thiophosphoramides as Cooperative Catalysts for Copper-Catalyzed Arylation of Carboxylates with Diaryliodonium Salts" Chem. Commun. 2014, 51, 5398. Access paper here
23. Sun, Z.; Winschel, G. A.; Zimmerman, P.;* Nagorny, P.* "Enantioselective Synthesis of Piperidines through the Formation of Chiral Mixed Phosphoric Acid Acetals: Experimental and Theoretical Studies" Angew. Chem. Int. Ed. 2014, 53, 11194. (selected as a Hot Paper by the editorial office of Angewandte Chemie, Highlighted in Synfacts). Access paper here
22. Borovika, A;* Tang, P.-I.*; Klapman, S.; Nagorny, P. "Thiophosphoramide-Based Cooperative Catalysis for the Bronsted Acid-Promoted Ionic Diels-Alder Reactions" Angew. Chem. Int. Ed. 2013, 52, 13424. (selected as a Hot Paper by the editorial office of Angewandte Chemie; highlighted in Synfacts and ChemInform) Access paper here
21. Mensah, E.; Camasso, N.; Kaplan, W.; Nagorny, P. "Chiral Phosphoric Acid-Directed Regioselective Acetalization of Carbohydrate-Derived 1,2-diols" Angew. Chem. Int. Ed. 2013, 52, 13939. Access paper here
20. Larsen, B. J.; Sun, Z.; Nagorny, P. "Synthesis of Eukaryotic Translation Elongation Inhibitor Lactimidomycin via Zn(II)-mediated Horner-Wadsworth-Emmons Macrocyclization" Org.Lett. 2013, 15, 2998. Access paper here
19. Borovika, A.; Nagorny, P. "Chiral Br¿nsted Acid-catalyzed Enantioselective Ionic [2+4] Cycloadditions" Tetrahedron (Special issue in honor of Professor Melanie S. Sanford) 2013, 69, 5719. Access paper here
18. Nagorny, P.; Sun, Z.; Winschel, G. A. "Chiral Phosphoric Acid-Catalyzed Stereoselective Spiroketalizations" Synlett (Synpacts) 2013, 24, 661. Access paper here
17. Sun, Z.; Winschel, G. A.; Borovika, A.; Nagorny, P. "Chiral Phosphoric Acid-Catalyzed Enantioselective and Diastereoselective Spiroketalizations" J. Am. Chem. Soc. 2012, 134, 8074.(Highlighted in Synfacts and ChemInform) Access paper here
16. Cichowicz, N.; Nagorny, P. "Synthesis of Conjugated Polyenes via Sequential Condensation of Sulfonylphosphonates and Aldehydes" Org. Lett. 2012, 14, 1058.Access paper here
15. Borovika, A.; Nagorny, P. "Recent Advances in the Synthesis of Natural 2-deoxy-b-glycosides" J. Carb. Chem. 2012, 31, 255. (listed as one of the most viewed articles of J. Carb. Chem.)Access paper here
Undergraduate, Graduate and Postdoctoral Work:
14. Aussedat, B.; Fasching, B.; Johnston, E.; Sane, N.; Nagorny, P.; Danishefsky, S. J. "Total synthesis of the ?-subunit of the human glycoprotein hormones (hGPH): toward fully synthetic homogeneous human follicle-stimulating hormone (hFSH)" J. Am. Chem. Soc. 2012, 134, 3532-3541.
13. Nagorny, P.*; Sane, N.*; Fasching, B.; Aussedat, B.; Danishefsky, S. J. "Probing the frontiers of glycoprotein synthesis: the fully elaborated ?-subunit of the human follicle stimulating hormone" Angew. Chem. Int. Ed. 2011, 51, 975-979. *Equally contributing authors.
12. Lecomte, N.; Njardarson, J.; Nagorny, P.; Yang, G.; Downey, R.; Ouerfelli, O.; Moore, M.; Danishefsky, S. J. "Emergence of Potent Inhibitors of Metastasis in Lung Cancer via Syntheses Based on Migrastatin" Proc. Natl. Acad. Sci. USA 2011, 108, 15074-15078.
11. Nagorny, P.; Krauss, I.; Njardarson, J. T.; Perez, L.; Gaul, C.; Yang, G.; Ouerfelli, O.; Danishefsky, S. J. "Confirmation of the structure of synthetic derivatives of migrastatin in the light of recently disclosed crystallographically based claims" Tetrahedron Lett. 2010, 51(30), 3873-3875.
10. Oskarsson, T.; Nagorny, P.; Krauss, I. J.; Perez, L.; Mandal, M.; Yang, G.; Ouerfelli, O.; Xiao, D.; Moore, M. A. S.; Massague, J.; Danishefsky, S. J. "Promising Cell-Migration Inhibitors for Treatment of Tumor Metastasis: In Vivo and Mechanistic Studies on the Migrastatin Core Ether Analogs" J. Am. Chem. Soc. 2010, 132(9), 3224-3228.
9. Rao, Y.; Li, X.; Nagorny, P.; Hayashi J.; Danishefsky, S. J. "A Simple Method for the Conversion of Carboxylic Acids into Thioacids with Lawesson's Reagent" Tetrahedron Lett. 2009, 50(48), 6684-6686.
8. Nagorny, P.; Kim, W. H.; Wan, Q.; Lee, D.; Danishefsky, S. J. "On the Emerging Role of Chemistry in the Fashioning of Biologics: Synthesis of a Bidomainal Fucosyl GM1-Based Vaccine for the Treatment of Small Cell Lung Cancer" J. Org. Chem. 2009, 74(15), 5157-5162.
7. Nagorny, P.; Fasching, B.; Li, X.; Chen, G.; Aussedat, B.; Danishefsky, S. J. ̉ Toward Fully Synthetic Homogeneous ?-Human Follicle-Stimulating Hormone (b-hFSH) with a Biantennary N-Linked Dodecasaccharide. Synthesis of b-hFSH with Chitobiose Units at the Natural Linkage Sites" J. Am. Chem. Soc. 2009, 131(16), 5792-5799.
6. Evans, D. A.; Nagorny, P.; McRae, K. J.; Reynolds, D. J.; Sonntag, L.-S.; Vounatsos, F.; Xu, R. "Enantioselective Synthesis of Oasomycin A, Part I. Synthesis of the C1-C12 and C13-C28 Subunits,"Angew. Chem. Int. Ed. 2007, 46, 537-540.
5. Evans, D. A.; Nagorny, P.; Reynolds, D. J.; McRae, K. J. "Enantioselective Synthesis of Oasomycin A, Part II. Synthesis of the C29-C46 Subunit," Angew. Chem. Int. Ed. 2007, 46, 541-544.
4. Evans, D. A.; Nagorny, P.; McRae, K. J.; Reynolds, D. J.; Sonntag, L.-S.; Vounatsos, F.; Xu, R. "Enantioselective Synthesis of Oasomycin A, Part III. Fragment Assembly and Conformation of Structure," Angew. Chem. Int. Ed. 2007, 46, 545-548.
3. Evans, D. A.; Nagorny, P.; Xu, R. "Ceric Ammonium Nitrate Promoted Oxidation of Oxazoles,"Org. Lett. 2006, 8, 5669-5671.
2. Blakemore, P.R.; Browder, C.C.; Hong, J.; Lincoln, C.M.; Nagornyy, P.A.; Robage, L.A.; Wardrop, D.J.; White, J.D. "Total Synthesis of Polycavernoside A, A Lethal Toxin of the Red Alga Polycavernosa tsudai," J. Org. Chem. 2005, 70, 5449-5460.
1. White, J.D.; Blakemore, P.R.; Browder, C.C.; Hong, J.; Lincoln, C.M.; Nagornyy, P.A.; Robage, L.A.; Wardrop, D.J. "Total Synthesis of the Marine Toxin Polycavernoside A via Selective Macrolactonization of a Trihydroxy Carboxylic Acid," J. Am. Chem. Soc. 2001, 123, 8593-8595.
Patents and Patent Applications:
Nagorny, P.; Arguelles, A. J.; Sun, S. "Spiroketal-Based C2-Symmetric Scaffold for Asymmetric Catalysis". U.S. Patent No. 10,565,015 (February 18, 2020).