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Robert Carlson

Dr. Robert Carlson, Professor


Contact Information

Office: Chem 325
Phone: (218) 726-7231
Fax: (218) 726-7394
E-mail: rcarlson@d.umn.edu

Publications (80)

ORGANIC SYNTHESIS
  • Dihydropyran as a Template for Lactone Synthesis, R. M. Carlson and M. Brichacek, Syn. Comun. 37, 3541-49 (2007).
  • Thiolsulfonate Functionalized Polystyrene Resin: Preparation and Application in the Isolation and Identification of Electrophilic Mutagens. J. Environ. Sci., 12, 1520-7 (2007).
  • Heterolytic Decarboxylation Involving Acyltrifluoroacitylperoxide Intermediates, P.A. Krasutsky, I.V. Kolomitsyn, E.M. Botov, R.M. Carlson, I.G. Semenova and A.A. Fokin, Tetrahedron Lett., 43, 8687 (2002).
  • A Novel Catalytic Pathway for Perfluoroacyl Peroxide Synthesis, P. A. Krasutsky, I. V. Kolomitsyn and R. M. Carlson, Org. Lett., 3(19), 2997-2999 (2001).
  • A Double Consecutive Criegee Rearrangement Using TFPAA: One Step Conversions of Homoadamantane To Oxahomoadamantanes. P.A. Krasutsky, I.V. Kolomitsyn, P. Kiprof, R.M. Carlson, N.A. Sydorenko and A.A. Fokin., J. Org. Chem., 66(5) 1701-1707, (2001).
  • Observation of A Stable Carbocation in a Consecutive Criegee Rearrangement with Trifluoroperacetic Acid. P.A. Krasutsky, I.V. Kolomitsyn, P. Kiprof, R.M. Carlson and A. Fokin., J. Org. Chem. Vol. 65 (13), 3926-3933 (2000).
  • A New One-Step Method for Oxaadamantane Synthesis. P.A. Krasutsky, I.V. Kolomitsyn, R.M. Carlson and M. Jones Jr., Tetrahedron Lett. 37 (32), 5673 (1996).
  • The Cyclopropanation of Unsaturated Ketones in Superbasic Media. B.M. Shostakovsky and R.M. Carlson, Syn. Commun., 26(9) 1785, (1996).
  • 1,3-Dibutoxy-1-lithio-1-propene and 2-Lithiomethyl-2-propenol Lithium Salt. R.M. Carlson, Encyclopedia of Reagents for Organic Synthesis, 1996 (book).
  • Mass Spectral Characterization of 3,4,6-Tri-O-Benzyl-B-C-Glucopyranosides Containing XC6H5S Substituents at C-2. B.V. Rozynov, R.J. Liukkonen, R.M. Carlson, D.W. Kuehl, I.P. Smolyakova, R. Caple, C.J. Kuehl and W.A. Smit, Organic Mass Spectrometry, 26(9), 1785 (1996).
  • A New Approach to the Synthesis of Alpha-Methylene-beta-hydroxy-gamma-butyrolactones. R.M. Carlson and Qing Yang, Tetrahedron Lett, 35(43), 7919, (1994).
  • The Preparation and Utilization of 2-Ethylallyl Alcohol Dianions in 2-Alkylidene Lactone Synthesis. T.L. Liu and R.M. Carlson, Syn. Commun., 23(10), 1437 (1993).
  • The Synthesis of Functionalized alpha-Butenolides. Chen, Kejian, M. Sanner and R.M. Carlson, Syn. Commun., 20(6), 901 (1990).
  • The Synthesis of Volatile streptomyces Lactones. K. Zhang, A.J. Borgerding and R.M. Carlson, Tetrahedron Lett., 29, 5703 (1988).
  • The Crotyl Alcohol Dianion: Addition Reactions. F.K. Meyer, J.G. Drewett and R.M. Carlson, Syn. Commun., 1(16), 261-265 (1986).
  • Alpha-Alkylidene-gamma-Lactone Synthesis: alpha-Methyl and alpha-Benzylcinnamic Acid Dianion Addition to Ketones. R.M. Carlson, J.C. DeLane and T-L. Liu, Syn. Commun., 7(15), 657 (1985)
  • The Use of The Alkali Metal Dianion of Methallyl Alcohol in the Synthesis of alpha-Methylene-delta-Valerolactones. R.M. Carlson and L.L. White, Syn. Commun., 13(3), 237 (1983)
  • Alkyl Aromatic Synthesis: Nucleophilic Alkyl Lithium Addition. D.A. Peake, A.R. Oyler, K.E. Heikkila, R.J. Liukkonen, E.C. Engroff and R.M. Carlson, Syn. Commun., 13(1), 21 (1983)
  • Hydroxyacetylenic Acid Derivatives: Generation from Propiolic Acid and Ester Anions and Their Use in Butenolide Synthesis. R.M. Carlson, J.R. Peterson, B.J. Hoop and K. Jensen, Syn. Commun., 12(12), 977 (1982).
  • Imine Anions Derived from 2o Allylic Amines. R.M. Carlson, D.W. Hewetson, M.A. Deeg, G.R. Mix and T-L. Liu, Syn. Commun., 11, 1017 (1981).
  • The Synthesis and Mass Spectral Analysis of Some Vinyl- and Cyclopropylfuranyl Ketones. V.E. Kadentzev, B.D. Sobobik, O.S. Cheshov, B.M. Schostakovsky and R.M. Carlson, Izv. Acad. Nauk., USSR Ser. Khim., 6, 1313 (1980).
  • Intramolecular Rearrangements of Tertiary Amine Oxides. R.M. Carlson and L.J. Heinis, J. Org. Chem., 44, 2530 (1979).
  • Partial Resolution of Germacrone. An Optically Active Dissymmetric trans- trans-1, 5-Cyclodecadiene. R.K. Hill, M.G. Fracheboud, S. Sawada, R.M. Carlson, and S-J. Yan, Tetrahedron Lett., 945 (1978).
  • Methallyl Alcohol Dianion Additions as the Salient Feature in a Facile Synthesis of alpha-Methylene-gamma-Lactones. R.M. Carlson, Tetrahedron Lett., 111 (1978).
  • Direct Methods for alpha-Methylene Lactone Synthesis Using Itaconic Acid Derivatives. R.M. Carlson and A.R. Oyler, J. Org. Chem., 41, 4065 (1976).
  • A Direct alpha-Methylene Lactone Synthesis via an Itaconic Acid Ester. R.M. Carlson and A.R. Oyler, Tetrahedron Lett., 4099 (1975).
  • Allenic Carbanions in Synthesis. II. The Synthesis of 3-Furanones. R.M. Carlson, R. Jones and A. Hatcher, Tetrahedron Lett., 1741 (1975).
  • The Synthesis of Substituted 5,6-Dihydro-2H-pyran-2-ones: Propiolic Acid Dianion as a Reactive 3-Carbon Nucleophile. R.M. Carlson, A.R. Oyler and J.R. Peterson, J. Org. Chem., 40, 1610 (1975).
  • The Propiolic Acid Dianion as an Acyl Acetate Equivalent: The Synthesis of (+) - Pestalotin. R.M. Carlson and A. Oyler, Tetrahedron Lett., 2615 (1974).
  • The Structure of Moniliformin, A Novel Cyclobutane Microbial Toxin. J.P. Springer, J. Clardy, R.J. Cole, R.K. Hill, R.M. Carlson and J.L. Isidor, J. Amer. Chem. Soc., 96, 2267 (1974).
  • Allenic Carbanions in Synthesis. I. The Acylacetate Unit. R.M. Carlson and J.L. Isidor, Tetrahedron Lett., 4819 (1973).
  • A New Synthesis of Dihydro-gamma-pyrones and 3-Furanones. F. Sher, J.L. Isidor, H. Taneja, R.M. Carlson, Tetrahedron Lett., 557 (1973).
  • Mono- and Di-2,2,2-Trichloroethyl Acetals as Protecting Groups. J.L. Isidor and R.M. Carlson, J. Org. Chem., 38, 554 (1973).
  • The Asymmetric Oxymercuration-Demercuration of Olefins as a Route to Optically Active Alcohols. R.M. Carlson and A.H. Funk, Tetrahedron Lett., 3661 (1971).
  • A Stereospecific Olefin Synthesis via Alkyl Nitrite Deamination of Aziridines. R.M. Carlson and S.Y. Lee, Tetrahedron Lett., 4001 (1969).
  • Homologated 2-Lithio-1,3-Dithianes. R.M. Carlson and P.M. Helquist, Tetrahedron Lett., 173 (1969).
  • The Synthesis and Anionic Properties of 1,3-Dithiane-1-Oxide. R.M. Carlson and P.M. Helquist, J. Org.Chem., 33, 2569 (1968).
  • Total Synthesis of Prostaglandins. E.J. Corey, N.H. Andersen, R.M. Carlson, J. Paust, E. Vadejs, L. Vlattas and R.E. Winter, J. Amer. Chem. Soc., 90, 3245 (1968).
  • The Synthesis of Ismine. R.K. Hill and R.M. Carlson, J. Org. Chem., 30, 1571 (1965).
  • Acid-catalyzed 1,5-Hydride Transfer in Acyclic Molecules. Mechanism and Stereochemistry. R.K. Hill and R.M. Carlson, J. Am. Chem. Soc., 87, 2772 (1965).
  • A Direct Method for the Construction of Benzene Rings. R.K. Hill and R.M. Carlson, J. Org. Chem., 30, 2414 (1963).
  • A Direct Method for the Construction of Benzene Rings, and its use in the Total Synthesis of Ismine. R.K. Hill and R.M. Carlson, Tetrahedron Lett., 1157 (1964).
  • 1,4-Diacetoxybutadiene. R.M. Carlson and R.K. Hill, Org. Syn., 50, 24 (1970).
  • The Stereochemistry of Intermolecular Hydride Transfer to 1,2-Dimethylcyclohexane and to delta-9,10-Octalin. R.K. Hill and R.M. Carlson, J. Org. Chem., 34, 4187 (1969).
  • Synthetic Approaches to the Proaporphine Alkaloid System. R.M. Carlson and R.K. Hill, J. Org. Chem., 31, 2383 (1966).
ENVIRONMENTAL ORGANIC CHEMISTRY
  • Characterization of the Products from the Reaction of Hydroxybenzoic and Hydroxycinnamic Acids with Aqueous Solutions of Chlorine, Chlorine Dioxide and Chloramine. R.M. Carlson and S. Lin, in "Water Chlorination: Chemistry, Environmental Impact, and Health Effects," Vol. V, Lewis Publishers, Inc., (1985) pp. 835-841.
  • The Facile Incorporation of Bromine into Aromatic Systems Under Conditions of Water Chlorination. S. Lin, M.T. Lukasewycz, R.J. Liukkonen and R.M. Carlson, Environ. Sci. Technol., 18(12), 985 (1984).
  • Increased Chloroform Production from Model Components of Aquatic Humus and Mixtures of Chlorine Dioxide/Chlorine. S. Lin, R.J. Liukkonen, R.E. Thom, J.G. Bastian, M.T. Lukasewycz and R.M. Carlson, Environ. Sci. Technol., 18(12), 932 (1984).
  • The Susceptibility of Environmentally Important Heterocycles to Chemical Disinfection: Reactions with Aqueous Chlorine, Chlorine Dioxide, and Chloramine. S. Lin and R.M. Carlson, Environ. Sci. Technol., 18(10), 743 (1984).
  • Chlorine Disinfection Chemistry of Aromatic Compounds. Polynuclear Aromatic Hydrocarbons: Rates, Products, and Mechanisms. A.R. Oyler, R.J. Liukkonen, M. Lukasewycz, K.E. Heikkila, D.A. Cox and R.M. Carlson, Environ. Sci. Technol., 17, 334 (1983).
  • Implications of Treating Water Containing Polynuclear Aromatic Hydrocarbons with Chlorine: A Gas Chromatographic - Mass Spectrometric Study. A.R. Oyler, R.J. Liukkonen, M.T. Lukasewycz, D.A. Cox, D.A. Peake and R.M. Carlson, Environ. Health Perspect., 46, 73-86 (1982).
  • Product Distribution and Relative Rates of Reaction of Aqueous Chlorine and Chlorine Dioxide with Polynuclear Aromatic Hydrocarbons. R.J. Liukkonen, S. Lin, A.R. Oyler, M.T. Lukasewycz, D.A. Cox, Yu, Z-j and R.M. Carlson. Water Chlorination: Environmental Impact and Health Effects. Vol. IV, Ann Arbor Press, Ann Arbor, Michigan (1982) pp. 151-165.
  • Aqueous Chlorination Products of Polynuclear Aromatic Hydrocarbons. R.M. Carlson, R. Caple, A.R. Oyler, K.J. Welch, D.L. Bodenner and R.J. Liukkonen. Water Chlorination: Environmental Impact and Health Effects. Vol. II, Ann Arbor Press, Ann Arbor, Michigan (1978) pp. 59-65.
  • Determination of Aqueous Chlorination Reaction Products of Polynuclear Aromatic Hydrocarbons by Reversed-Phase High Performance Liquid Chromatography-Gas Chromatography. A.R. Oyler, D.L. Bodenner, K.J. Welch, R.J. Liukkonen, R.M. Carlson, H.L. Kopperman and R. Caple, Anal. Chem., 50, 837 (1978).
  • Organochemical Implications of Water Chlorination. R.M. Carlson and R. Caple, Water Chlorination: Environmental Impact and Health Effects. Vol. I, Ann Arbor Press, Ann Arbor, Michigan (1978) pp. 65-75.
  • Aqueous Chlorination of alpha-Terpineol. H.L. Kopperman, R.C. Hallcher, Sr. A. Riehl, R.M. Carlson and R. Caple, Tetrahedron, 1621 (1976).
  • Facile Incorporation of Chlorine into Aromatic Systems During Aqueous Chlorination Processes. R.M. Carlson, H.L. Kopperman and R. Caple, Environ. Sci. Technol., 674 (1975).
TOXICOLOGY, PHARMACOLOGY AND MEDICINAL CHEMISTRY
  • Esterification Prevents Induction of the Permeability Transition by N-Acetyl Perfluorooctane Sulfonamides, T. M. O’Brien, R. M. Carlson, P. J. Oliveira and K. B. Wallace, Chem, Res. Toxicol., 19(10), 1305-1312, (2006).
  • Inhibition of Epstein–Barr Virus by the Triterpenoid Betulin Diphosphate and Uvaol, M. Amjad, R. M. Carlson, P. Krasutsky and M. R. Karim, J. Microbiol. And Biotechnol., 14(5), 1086-8 (2004).
  • The Synergistic Effects of Betulin with Acyclovir Against Herpes Simplex Viruses. Y. Gong, M. R. Karim, C. A. Luscombe, I. Gadawski, T. Chu, D. Gibson, R. M. Carlson, and S. L. Sacks, Antiviral Res., 64(2), 127-130 (2004).
  • Antiviral Activities of Triterpenoid Betulin and Analogs Against Herpes Simplex Virus Type 1 and 2. M. Amjad, R. M. Carlson, M. A. Gillespie, P. Krasutsky, K. M. Rana and M. R.Karim, Pakistan J. Microbiol., 2(1), 9-14(2002).
  • Flow Cytometric Evaluation of Antiviral Agents Against Human Herpesvirus 6. M. Amjad, M.A. Gillespie, R. M, Carlson, and M. R. Karim. Microbiol. Inmuno., 45(3), 233-240 (2001).
  • The Synergistic Antiviral Effects of Betulin Derivatives and Nucleoside Analogs Against Herpes Simplex Virus Type 1 and Type 2. P. Keyel, R. M. Carlson and M. Reza-ul (Raj) Karim. The National Conference On Undergraduate Research (NCUR) (2000).
  • Antibacterial Activity of Structural Analogs of Betulin Against Escherichia coli, Bacillus subtilis, and Methicillin-Resistant Staphylococcus aureus. B. Koch, R.M. Carlson and M. Reza-ul (Raj) Karim, The National Conference On Undergraduate Research (NCUR) (2000).
  • Assessment of the Propensity for Covalent Binding of Electrophiles to Biological Substrates. R.M. Carlson, Environ. Health Perspect., 87, 277 (1990).
  • Histological Effects and Bioaccumulation Potential of Coal Particulate-Bound Phenanthrene in the Fathead Minnow (Pimephales promelas). E.H. Gerhart, R.J. Liukkonen, R.M. Carlson, G.M. Stokes, M.T. Lukasewycz, and A.R. Oyler, Environ. Polut., 25, 165 (1981).
  • Hepatic Mixed-Function Oxidase Activity in Rainbow Trout Exposed to Several PAH's. R.M. Carlson and Ellen H. Gerhart, Environ. Res., 17, 284 (1978).
  • Chlorinated Organics as a Factor in Reduced Biological Oxygen Demand. R.M. Carlson and D.W. Long, J. Environ. Sci. Health, A13(2), 177-186 (1978).
  • Structure-Toxicity Correlations of Phenolic Compounds to Daphnia Magna. H.L. Kopperman, R. Caple and R.M. Carlson, Chem.-Biol. Interactions, 9, 245 (1974).
ENVIRONMENTAL ANALYTICAL CHEMISTRY
  • Synthesis of Potassium Polystyrylthiosulfonate Resin Its Reaction with Halogenated Hydrocarbons, E. Wu, X. Liu, H. Cao and R.M. Carlson, Huanjing Huaxue, 17, pp. 237-242 (1998).
  • Studies on Salts of Polystyrylsulfonylhydrazinecarbodithioic Acid Resin Its Capability in Removing Halomethylene Compounds, W. Wu, X. Liu and R.M. Carlson, Huanjing Huaxue, 17, pp. 462-466 (1998).
  • Ion-Molecular Reactions of Charged Thiols with Neutral Epoxides in the Collision Cell of a Tandem Quadrupole Mass Spectrometer. A Model for in vivo Biomolecule Reactions. B.V. Rosynov, D.W. Kuehl and R.M. Carlson, Eur. Mass Spec, 1, 519 (1995).
  • The Identification and Quantitation of Alkylated Nucleobases by HPLC-UV Photodide Array Detection. W. Xue, A.K. Samanta and R.M. Carlson, J. Chromatogr. Sci., 28, 277(1990).
  • The Analysis of Inorganic and Organic Chloramines: Derivatization with 2-Mercaptobenzothiazole. M.T. Lukasewycz, C.M. Bieringer, R.J. Liukkonen, M.E. Fitzsimmons, H.F. Corcoran, S. Lin and R.M. Carlson, Environ. Sci. Technol., 23, 196 (1989).
  • Separation Characteristics of Alkylated Guanines in High-Performance Liquid Chromatography. Xue, Weiling and R.M. Carlson, J. Chromatog., 447, 81-90 (1988).
  • Phenol Analysis Using 2-Fluorenesulfonyl Chloride as a Ultraviolet-Fluorescent Derivatizing Agent. R.M. Carlson, T.A. Swanson, A.R. Oyler, M.T. Lukasewycz, R.J. Liukkonen and K.S. Voelkner, J. Chromatogr. Sci., 22, 272 (1984).
  • p-N,N-Dimethylaminophenylisothiocyanate as an Electrochemical Label for HPLC Determination of Amino Acids. T.J. Mahachi, R.M. Carlson and D.P. Poe, J. Chromatogr., 298(2), 279 (1984).
  • Interferences from Iodate During the Iodometric Determination of Residual Chlorine in Seawater. R.M. Carlson and R.T. Weberg, Chemosphere, 12(1), 125 (1983).
  • Chlorine Disinfection, R. M. Carlson, FOCUS(IJC), 6(4), 6 (1981).
  • Determination of Partition Coefficients by Liquid Chromatography. R.M. Carlson, R.E. Carlson and H.L. Kopperman, J. Chromatogr., 107, 219 (1975).