Publications – University of Copenhagen

PEDERSEN Laboratory > Publications

Publications

  1. “Combination of DOSY and 1D selective gradient TOCSY: versatile NMR tools for identify the mixtures from glycerol hydrogenolysis reaction” C. Li, J. Shan, X. Yan, D. Xiang, F, Yue, Y.-X. Wang, Z. Lyu, C.M. Pedersen, Y. Qiao FPT 2017 (DOI: 10.1016/j.fuproc.2017.11.011 accepted)
  2. “NMR Studies of Stock Process Water and Reaction Pathways in Hydrothermal Carbonization of Furfural Residue” Y. Feng, C.M. Pedersen, X. Yan, Y. Liu, D. Xiang, C. Ning, Y. Wang, Y. Qiao Green Energy & Environment, 2017 in press(doi: 10.1016/j.gee.2017.08.006)
  3. “Graphene oxide: a novel acid catalyst for the synthesis of 2,5-dimethyl-N-phenyl pyrrole by the Paal-Knorr condensation” C.-Y. Chen, X.-Y. Guo, G.-Q. Lu, C. M. Pedersen, Y. Qiao, W.-L. Hou Y.-X. Wang New Carbon Mat. 2017, 32, 160-167
  4. “Valorization of Furfural Residue by Hydrothermal Carbonization: Processing Optimization, Chemical and Structural Characterization” F. Yue, J. Zhang, C.M. Pedersen, Y. Wang, T. Zhao, P. Wang, Y. Liu, G. Qian, Y. Qiao ChemistrySelect 2017, 2, 583-590
  5. “Product Distribution Control for Glucosamine Condensation: NMR Investigation Substantiated by Density-Functional Calculations” L. Jia, Z. Zhang, Y. Qiao, C.M. Pedersen, H. Ge, Z. Wei, T. Deng, J. Ren, X. Liu, Y.-X. Wang, X. Hou, Ind. Eng. Chem. Res. 2017, 56, 2925-2934
  6. “On the nature of electronic effect of multiple hydroxyl groups in the 6-membered ring – the effects are additive but steric hindrance play a role too” C.M. Pedersen*, M. Bols, Org. Biomol. Chem. 2017, 15, 1154-1173
  7. “Glycosyl Fluorides as Intermediates in the BF3∙OEt2 Promoted Glycosylation with Trichloroacetimidates” M.M. Nielsen, B.A. Stougaard, M. Bols, E. Glibstrup, C.M. Pedersen* Eur. JOC 2017, 1281-1284
  8. “Catalytic stereospecific O-glycosylation” K. Kowalska, C.M. Pedersen* Chem. Commun. 2017, 53, 2040-2043
  9. “Silyl protective groups influencing reactivity and selectivity in glycosylations” M. Bols, C.M. Pedersen* Beilstein JOC 2017, 13, 93-105
  10. “Rhamnosylation: The solvent is the Solution” H. Elferink, C. M. Pedersen* Eur. J. Org. Chem.2017, 53-59
  11. “Mechanism of the Self-condensation of GlcNH2: Insights from in Situ NMR Spectroscopy and DFT Study” L. Jia, X. Liu, Y. Qiao, C.M. Pedersen, Z. Zhang, H. Ge, Z. Wei, Y. Chen, X. Wen, X. Hou, Y.X. Wang Applied Catalysis B:  Environmental 2017, 202, 420-429
  12. “Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot” M. Bandara,   J.P. Yasomanee,   N.P. Rath,   C.M. Pedersen,   M. Bols, A.V. Demchenko  Org. Biomol. Chem. 2017, 15, 559-563
  13. "NMR insights into the unexpected interaction of SnCl₄ with D-glucosamine and its effect on 5-HMF preparation in ZnCl₂ molten salt hydrate medium" C. Chen, W. Ge, L. Jia, C.M. Pedersen, Y. Qiao, S. Jia, X. Guo, Y. Wang, X. Hou ChemistrySelect 2016, 1, 6540-6545
  14. “Scalable Synthesis of Anomerically Pure Orthogonal Protected GlcN3 and GalN3 from D-Glucosamine” E. Glibstrup, C.M. Pedersen* Org. Lett. 2016, 18, 4424-4427
  15. “Glycosylation Intermediates Studied by Low Temperature 1H- and 19F-DOSY NMR: New Insight into the Activation of Trichloroacetimidates.” Y. Qiao, W. Ge, L. Jia,  X. Hou, Y. Wang, C.M. Pedersen* Chem. Commun. 2016, 52, 11418-11421
  16. “Mechanism study of Cr(III) immobilization in the process of Cr(VI) removal by Huolinhe lignite” T.-T. Zhao, W.-Z. Ge, F. Yue, Y.-X.Wang, C.M. Pedersen, F.-G. Zeng, Y. Qiao Fuel Processing Technology 2016, 152, 375-380
  17. "NMR study of the hydrolysis and dehydration of inulin in water: Comparison of the catalytic effect of Lewis acid SnCl4 and Brønsted acid HCl" Y. Qiao, C.M. Pedersen, D. Huang, W. Ge, M. Wu, C. Chen, S. Jia, Y.-X. Wang, W. Hou ACS Sustainable Chemistry & Engineering 2016, 4, 3327-3333
  18. “C-H Functionalization of Carbohydrates” T.G. Frihed, M. Bols, C.M. Pedersen* Eur. J. Org. Chem. 2016, 16, 2740-2756
  19. “DOSY NMR: A Versatile Analytical Chromatographic Tool for Lignocellulosic Biomass Conversion” W. Ge, J.H. Zhang, C.M. Pedersen, T. Zhao, F. Yue, C. Chen, P. Wang, Y. Wang, Y. Qiao ACS Sustainable Chem. Eng., 2016, 4, 1193-1200
  20. “Super Arming of a Glycosyl Donor Using a Molecular Lever” J. I. Olsen, K. Kowalska, C.M. Pedersen* and M. Bols* Tetrahedron Lett. 2016, 57, 35-38
  21.  “Pyrolysis of chitin biomass: TG-MS analysis and solid char residue characterization” Y. Qiao, S. Chen, Y. Liu, H. Sun, S. Jia, J. Shi, C.M. Pedersen, Y. Wang, X. Hou Carbohydr. Polymers 2015, 130, 163-170
  22.  “Glucosamine condensation catalysed by 1-ethyl-3-methylimidazolium acetate: mechanistic insight from NMR spectroscopy” L. Jia, C.M. Pedersen, Y. Qiao, T. Deng, P. Zuo, W. Ge, Z. Qin, X. Hou, Y. Wang Physical Chemistry Chemical Physics 2015, 17, 23173-23182
  23. “β-Mannosylation with 4,6-benzylidene protected mannosyl donors without preactivation” M. Heuckendorff, P. S. Bols, C. Barry, T. G. Frihed, C.M. Pedersen*, M. Bols* Chem. Commun. 2015, 51, 13283-13285
  24. “A fluorescence study of isofagomine protonation in β-glucosidase” E. Lindback, B.W. Laursen, J.C.N. Poulsen, K. Kilså, C.M. Pedersen, M. Bols Org. Biomol. Chem. 2015, 13, 6562-6566
  25. “Synthesis of l-Hexoses” T. Frihed, Bols, C.M. Pedersen* Chem. Rev. 2015, 115, 3615-3676
  26. “Mechanisms of Glycosylation Reactions Studied by Low Temperature NMR” T. Frihed, M. Bols, C.M. Pedersen* Chem. Rev. 2015, 115, 4963-5013
  27. ”Exploring the relationship between conformation and pKa: Can a pKa value be used to determine the conformational equilibrium?” J. I. Olsen, C.M. Pedersen*, M. Bols Org. Biomol. Chem. 2015, 13, 3116-3121
  28. “In situ NMR spectroscopy: Inulin biomass conversion in ZnCl2 molten salt hydrate medium—SnCl4 addition controls product distribution” Y. Wang, C.M. Pedersen, Y. Qiao, T. Deng, J. Shi, X. Hou Carbohydr. Polymers 2015, 115, 439-443
  29.  “NMR Insights on the properties of ZnCl2 Molten Salt Hydrate Medium through its Interaction with SnCl4 and Fructose” Y. Qiao, C.M. Pedersen, Y. Wang, X. Hou ACS Sus. Chem. & Eng. 2014, 2, 2576-2581
  30. ”Synthesis of All Eight Stereoisomeric 6-Deoxy-L-Hexopyranosyl Donors – Trends in Using Stereoselective Reductions or Mitsunobu Epimerizations” T. G. Frihed, C.M. Pedersen*, M. Bols* Eur. JOC 2014, 35, 7924
  31. ”Synthesis of All Eight L-Glycopyranosyl Donors Using C-H Activation” T.G. Frihed, C.M. Pedersen*, M. Bols* Angew. Chem. Int. Ed. 2014, 53, 13889
  32.  “Human L-ficolin recognizes phosphocholine moieties of pneumococcal teichoic acid” E. Stermann, M. Lacroix, E. Gout, E. Lafly, C.M. Pedersen, L. Martin, A. Amoroso, R.R. Schmidt, U. Zähringer, C. Gaboriaud, A.M. Di Guilmi, N.M. Thielens J. Immunol. 2014, 193, 5699-5708
  33. “Total Synthesis of Five Lipoteichoic acids of Clostridium difficile” W.F.J. Hogendorf, N. Gisch, D. Schwudke, H. Heine, M. Bols, C.M. Pedersen* Chem. Eur. J. 2014, 20, 13511 – 13516
  34. “Cyclodextrin-based artificial oxidases with high rate accelerations and selectivity” Y. Zhou, E.A. Lindbäck, C.M. Pedersen, M. Bols Tetrahedron Lett. 2014, 55, 2304-2307
  35. “β-Selective mannosylation with a 4, 6-silylene-tethered thiomannosyl donor” M. Heuckendorff, C.M. Pedersen*, M. Bols* Org. Lett. 2014, 16, 1116-1119
  36. “Synthesis and thermotropic phase behavior of four glycoglycerolipids” W.F.J. Hogendorf, V. Jagalski, T.G. Pomorski, M. Bols, M. Cárdenas, C.M. Pedersen* Molecules 2013, 18, 13546-13573
  37. “Superarming of Glycosyl Donors by Combined Neighboring and Conformational Effects” M. Heuckendorff, H.D. Premathilake, P. Pornsuriyasak, A.Ø. Madsen, C.M. Pedersen,* M. Bols, A.V. Demchenko Org. Lett. 2013, 15, 4904-4907
  38.  “Conformationally armed 3, 6-tethered glycosyl donors: synthesis, conformation, reactivity, and selectivity” M. Heuckendorff, C.M. Pedersen,* M. Bols* J. Org. Chem. 2013, 78, 7234-7248
  39. “Direct conversion of chitin biomass to 5-hydroxymethylfurfural in concentrated ZnCl2 aqueous solution” Y. Wang, C.M. Pedersen, T. Deng, Y. Qiao, X. Hou Bioresour. Technol. 2013, 143, 384-390
  40. “Diethyl silane” T. G. Frihed, M. Bols, C.M. Pedersen* e-EROS Encyclopedia of Reagents for Organic Synthesis (Online, 2013)
  41. “Enzyme inhibition by iminosugars: Analysis and insight into the glycosidase–iminosugar dependency of pH” Ó. López, F.L. Qing, C.M. Pedersen, M. Bols Bio. Org. Med. Chem. 2013 (Online)
  42. “Artificial enzyme activity from cyclodextrins with cyanohydrins on the secondary rim” Y. Zhou, C.M. Pedersen, M. Bols Tetrahedron Lett. 2013, 54, 2458-2461
  43. “Influence of O6 in mannosylations using benzylidene protected donors: stereoelectronic or conformational effects?” T.G. Frihed, M.T.C. Walvoort, J.D.C. Codée, G.A. van der Marel, M. Bols, C.M. Pedersen¤ J. Org. Chem. 2013, 78, 2191-2205
  44. “Total synthesis of biologically active lipoteichoic acids” C.M. Pedersen*, M. Bols, Y. Qiao ARKIVOC 2013, 2, 249-275
  45. ”Easy Access to L‐Mannosides and L‐Galactosides by Using C-H Activation of the Corresponding 6‐Deoxysugars” T.G. Frihed, M. Heuckendorff, C.M. Pedersen*, M. Bols* Angew. Chem. Int. Ed. 2012, 51, 12285-12288
  46. “Synthesis of Tin‐Containing Cyclodextrins as Potential Enzyme Models” Y. Zhou, L. Marinescu, C.M. Pedersen, M. Bols Eur. J. Org. Chem. 2012, 32, 6383-6389
  47. “Molecular and functional characterization of the interaction of L-ficolin with Streptococcus pneumoniae” E. Stermann, M. Lacroix, E. Gout, E. Laffly, C.M. Pedersen, R. R. Schmidt, T. Vernet, C. Gaboriaud, A.-M. Di Guilmi, N.M. Thielens Immunobiology 2012, 217, 1188-1189
  48. “Synthesis of cyclodextrins with carboxylic acids at the secondary rim and an evaluation of their properties as chemzymes for glycoside hydrolysis” Y. Zhou, E. Lindbaeck, L.G. Marinecsu, C.M. Pedersen, M. Bols Eur. J. Org. Chem. 2012, 27, 4063-4070
  49. “Artificial enzymes based on cyclodextrin with phenol as the catalytic group” E. Lindbäck, Y. Zhou, C.M. Pedersen*, M. Bols* Tetrahedron Letters 2012, 53, 5023-5026
  50. ”Two diastereomeric artificial enzymes with different catalytic activity” E. Lindbäck, C.M. Pedersen, M. Bols Eur. J. Org. Chem. 2012, 27, 5366-5372
  51. “Rhamnosylation: diastereoselectivity of conformationally armed donors” M. Heuckendorff, C.M. Pedersen¤, M. Bols J. Org. Chem. 2012, 77, 5559-5568
  52. “A uronic acid analogue of isofagomine lactam as a nanomolar glucuronidase inhibitor” E. Lindback, Y. Zhou, Ó. López, J. G. Fernández-Bolaños, C.M. Pedersen, M. Bols Tetrahedron Letters 2012, 53, 2045-2047
  53. ”Conversion of d-glucose into 5-hydroxymethylfurfural (HMF) using zeolite in [Bmim]Cl or tetrabutylammonium chloride (TBAC)/CrCl2” H. Jadhav, E. Taarning, C.M. Pedersen, M. Bols Tetrahedron Letters 2012, 53, 983-985
  54. ”Synthesis of the repeating unit of the lipoteichoic acid of Streptococcus pneumoniaeC.M. Pedersen*, I. Figueroa-Perez, A.J. Ulmer, U. Zähringer R.R. Schmidt Tetrahedron 2012, 68, 1052-1061
  55. “The influence of neighboring group participation on the hydrolysis of 2-O-substituted methyl glucopyranosides” M. Heuckendorff, C.M. Pedersen*, M. Bols Organic Letters 2011, 13, 5956-5959
  56. “3‐Deoxy‐glucosone is an Intermediate in the Formation of Furfurals from D‐Glucose.” H. Jadhav, C.M. Pedersen, T. Sølling, M. Bols ChemSusChem 2011, 4, 1049-1051
  57. “A study of anhydrocelluloses–Is a cellulose structure with residues in a 1 C 4-conformation more prone to hydrolysis?” V. Jadhav, C.M. Pedersen*, M. Bols Org. Biol. Chem. 2011, 9, 7525-7534
  58. “Recognition of Peptides by Cyclodextrin Trimers” H.S. Christensen, B.W. Sigurskjold, T.G. Frihed, L. Marinescu, C.M. Pedersen, M. Bols Eur. J. Org. Chem. 2011, 27, 5279-5290
  59. “Quantifying the Electronic Effects of Carbohydrate Hydroxy Groups by Using Aminosugar Models” C.M. Pedersen*, J. I. Olsen, A. Brka, M. Bols* Chem. Eur. J. 2011, 17, 7080-7086     
  60. ”Chemical synthesis of bacterial lipoteichoic acids: an insight on its biological significance” U. Zähringer, C.M. Pedersen, Y. Qiao, R.R. Schmidt Org. Biol. Chem. 2011, 9, 2040-2052
  61. “Glycosyl donors in “unusual” conformations–influence on reactivity and selectivity” C.M.Pedersen, L. G. Marinescu, M. Bols Compt. Rend. Chim. 2011, 14, 17-43
  62. “Synthesis of 5‐Bromomethylfurfural from Cellulose as a Potential Intermediate for Biofuel” N. Kumar, J. Olsen, C.M. Pedersen, M. Bols Eur. J. Org Chem.2011, 7, 1266-1270
  63. “Quantifying electronic effects of common carbohydrate protecting groups in a piperidine model system” M. Heuckendorff, C.M. Pedersen*, M. Bols Chem. Eur. J. 2010, 16, 13982-94 (VIP paper)
  64. “The Grignard Reaction of Cyclodextrin‐6‐aldehydes Revisited: A Study of the Stereoselectivity Upon Addition of Organometallic Reagents to Aldehydes and Ketones” E. Lindback, Y. Zhou, L.G. Marinescu, C.M. Pedersen, M. Bols Eur. J. Org. Chem. 2010, 20, 3883-96
  65. “Synthesis of the core structure of the lipoteichoic acid of Streptococcus pneumoniae” C.M. Pedersen, I. Figueroa-Perez, J. Boruwa, B. Lindner, A.J. Ulmer, U. Zähringer R.R. Schmidt Chem. Eur. J. 2010, 16, 12627-41
  66. “Total synthesis of lipoteichoic acid of Streptococcus pneumoniae” C.M. Pedersen, I. Figueroa-Perez, B. Lindner, A.J. Ulmer, U. Zähringer R.R. Schmidt Angew. Chem.Int. Ed. 2010 49, 2585-90 (“Hot Paper”)
  67. “An extended study of dimeric phenyl tropanes” S. Nielsen, C.M. Pedersen, S.G. Hansen, M.D. Petersen, S. Sinning, O. Wiborg, H.H. Jensen, M. Bols Bioorganic & Medicinal Chemistry, 2009, 17, 4900-9
  68. “Conformationally armed glycosyl donors: reactivity quantification, new donors and one pot reactions” C.M. Pedersen, L.G. Marinescu, M. Bols Chem. Commun. 2008, 2465-2467
  69. “Going to extremes:“super” armed glycosyl donors in glycosylation chemistry” H.H. Jensen, C.M. Pedersen, M. Bols, Chem. Eur. J.200713,  7576-7582
  70. ““Super armed” glycosyl donors: conformational arming of thioglycosides by silylation” C.M. Pedersen, L.-U. Nordstrøm, M. Bols, J. Am. Chem. Soc. 2007,129, 9222-9235
  71. “On the use of 3, 5-O-benzylidene and 3, 5-O-(di-tert-butylsilylene)-2-O-benzylarabinothiofuranosides and their sulfoxides as glycosyl donors for the synthesis of β-arabinofuranosides: importance of the activation method” D. Crich, C.M. Pedersen, A.A. Bowers, Wink, D. J. Org. Chem. 2007, 72, 1553-1565
  72. “Stereochemical substituent effects: investigation of the cyano, amide and carboxylate group” C.M. Pedersen, M. Bols Tetrahedron, 2005, 61, 115-122
  73. ”On the electronic effects of OH groups. Synthesis and investigation of tetrahydroxylated azabicycloheptanes” A. Gregersen, C.M. Pedersen, H. H. Jensen, M. Bols Org. Biomol. Chem. 2005, 3, 1514-1519
  74. “Radical substitution with azide: TMSN3–PhI(OAc)2 as a substitute of IN3C.M. Pedersen, L.G. Marinescu, M. Bols Org. Biomol. Chem., 2005, 3, 816.
  75. “Safe radical azidonation using polystyrene supported diazidoiodate (I)” L.G. Marinescu, C.M. Pedersen, M. Bols Tetrahedron, 2005, 61, 123-127.