个人简介

Pavel graduated with a B.S. from Oregon State University in 2001, working under James D. White. He received his Ph.D. in 2007 from Harvard University, working under David A. Evans. He finished his postdoctoral fellowship at Memorial Sloan-Kettering in 2010 after working under Samuel J. Danishefsky.

研究领域

Organic Chemistry Organocatalysis Total synthesis of natural products Carbohydrate Chemistry

Research in our group is focused on (i) design of new steroid and terpenoid-based agents for the treatment of human diseases; (ii) development of non-enzymatic catalytic processes for the regio- and stereoselective assembly of oligosaccharides and glycoconjugates; (iii) discovery of new organic transformations and processes that could improve the accessibility of bioactive natural products and therapeutic agents. In particular, our group is interested in exploring organic catalysts to accomplish selective transformations that are typically believed to proceed through the intermediacy of oxocarbenium ions. While a number of important transformations could proceed through these reactive intermediates, harnessing the reactivity of oxocarbeniums through catalysis represents a challenging task. Our group has discovered that chiral Brønsted acids could serve as effective catalysts for controlling stereo- and regioselective reactions of saturated and unsaturated oxocarbeniums. Our current efforts are focused on further exploring the scope of such transformations, understanding the origins of selectivity and rationally designing new catalysts with superior properties.

近期论文

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Bhattarai, B.; Tay, J.-H.; Nagorny, P.* "Thiophosphoramides as Cooperative Catalysts for Copper-Catalyzed Arylation of Carboxylates with Diaryliodonium Salts" Chem. Commun. 2014, In Press. Access paper here 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 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 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 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 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 Nagorny, P.; Sun, Z.; Winschel, G. A. "Chiral Phosphoric Acid-Catalyzed Stereoselective Spiroketalizations" Synlett (Synpacts) 2013, 24, 661. Access paper here 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 Cichowicz, N.; Nagorny, P. "Synthesis of Conjugated Polyenes via Sequential Condensation of Sulfonylphosphonates and Aldehydes" Org. Lett. 2012, 14, 1058.Access paper here 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 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. 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. 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. 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. 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. 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. 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. 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. 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. 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.