Grantee Research Project Results
Publications Details for Grant Number R826113
Synthetic Methodology "Without Reagents" Tandem Enzymatic and Electrochemical Methods for the Manufacturing of Fine Chemicals
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Reference Type | Citation | Progress Report Year | Document Sources |
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Book | Hudlicky T, ed. Organic Synthesis, Volume 4: Theory and Applications. Stamford, CT: JAI Press, 1998, 190 pp. |
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Book Chapter | Butora G, Hudlicky T. The story of morphine structure elucidation: one hundred years of deductive reasoning. In: Hudlicky T, ed. Organic Synthesis, Volume 4: Theory and Applications. Stamford, CT: JAI Press, August 1998, pp. 1-51. |
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Book Chapter | Hudlicky, T. Preface. In: Hudlicky T, ed. Organic Synthesis, Volume 4: Theory and Applications. Stamford, CT: JAI Press, August 1998, pp. vii-ix. |
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not available |
Book Chapter | Hudlicky T. Green chemistry alternatives for the processing of aromatic compounds. Tandem strategies in biocatalysis and synthesis. In: Anastas PT, Williamson TC, eds. Green Chemistry: Frontiers in Benign Chemical Synthesis and Processes. Oxford, UK: Oxford University Press, 1998, Chapter 10, pp. 166-177. |
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Book Chapter | Hudlicky T. Biocatalytic synthesis of alkaloids and carbohydrates: an update. In: Zwanenburg B, Mikolajczyk M, Kielbasinski P, eds. Enzymes in Action, NATO Science Partnership Sub-Series 1, Vol. 33. Dordrecht, The Netherlands: Kluwer Academic, 2000, pp. 311-321. |
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Book Chapter | Miah MAJ, Hudlicky T, Reed JW. Cephalotaxus alkaloids. In: Cordell GA, ed. The Alkaloids, Chemistry and Biology, Volume 51. San Diego, CA: Academic Press, March 1998, Chapter 2, pp. 199-269. |
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Journal Article | Abboud KA, Butora G, Fearnley SP, Gum AG, Stabile MR, Hudlicky T. (7R,8S,10bR)-7,8-Dihydroxy-1,5,6,7,8,9,10,10b-octahydro-3H-1,3-oxazolo[4,3-a]isoquinolin-3-one. Acta Crystallographica C-Crystal Structure Communications 1998;54(Pt 8):1162-1164. |
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Journal Article | Akgun H, Hudlicky T. Total syntheses of ert-conduramine A and ent-7-deoxypancratistatin. Tetrahedron Letters 1999;40(16):3081-3084. |
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Journal Article | Bottari P, Endoma MA, Hudlicky T, Ghiviriga I, Abboud KA. Intramolecular N-acyliminium ion-olefin cyclization in the synthesis of optically pure isoquinoline derivatives: control of stereochemistry and application to synthesis of morphine alkaloids. Collection of Czechoslovak Chemical Communications 1999;64(2):203-216. |
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Journal Article | Brammer Jr. LE, Hudlicky T. Inositol synthesis: concise preparation of L-chiro-inositol and muco-inositol from a common intermediate. Tetrahedron-Asymmetry 1998;9(12):2011-2014. |
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Journal Article | Bui VP, Hansen TV, Stenstrom Y, Hudlicky T. Direct biocatalytic synthesis of functionalized catechols: a green alternative to traditional methods with high effective mass yield. Green Chemistry 2000;2(6):263-265. |
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Journal Article | Bui VP, Hansen TV, Stenstrom Y, Hudlicky T, Ribbons DW. A study of substrate specificity of toluene dioxygenase in processing aromatic compounds containing benzylic and/or remote chiral centers. New Journal of Chemistry 2001;25(1):116-124. |
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Journal Article | Bui V, Hansen TV, Stenstrom Y, Ribbons DW, Hudlicky T. Toluene dioxygenase-mediated oxidation of aromatic substrates with remote chiral centers. Journal of the Chemical Society, Perkin Transactions 1 2000;(11):1669-1672. |
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Journal Article | Butora G, Hudlicky T, Fearnley SP, Stabile MR, Gum AG, Gonzalez D. Toward a practical synthesis of morphine. The first several generations of a radical cyclization approach. Synthesis-Stuttgart 1998;52(Suppl 1):665-681. |
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Journal Article | Butora G, Gum AG, Hudlicky T, Abboud KA. Advanced intramolecular Diels-Alder study toward the synthesis of (-)-morphine: structure correction of a previously reported Diels-Alder product. Synthesis-Stuttgart 1998;52(3):275-278. |
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Journal Article | Cheng M, De B, Almstead NG, Pikul S, Dowty ME, Dietsch CR, Dunaway CM, Gu F, Hsieh LC, Janusz MJ, Taiwo YO, Natchus MG, Hudlicky T, Mandel M. Design, synthesis, and biological evaluation of matrix metalloproteinase inhibitors derived from a modified proline scaffold. Journal of Medicinal Chemistry 1999;42(26):5426-5436. |
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Journal Article | Desjardins M, Lallemand MC, Freeman S, Hudlicky T, Abboud KA. Synthesis and biological evaluation of conduritol and conduramine analogs. Journal of the Chemical Society, Perkin Transactions 1 1999;(5):621-628. |
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Journal Article | Eger II EI, Halsey MJ, Koblin DD, Laster MJ, Ionescu P, Konigsberger K, Fan R, Nguyen BV, Hudlicky T. The convulsant and anesthetic properties of cis-trans isomers of 1,2-dichlorohexafluorocyclobutane and 1,2-dichloroethylene. Anesthesia and Analgesia 2001;93(4):922-927. |
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Journal Article | Frey DA, Duan C, Hudlicky T. Model study for a general approach to morphine and noroxymorphone via a rare Heck cyclization. Organic Letters 1999;1(13):2085-2087. |
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Journal Article | Frey DA, Duan C, Ghiviriga I, Hudlicky T. Comparison of approaches to ent-morphine via radical, cationic, and Heck-type cyclizations. Collection of Czechoslovak Chemical Communications 2000;65(4):561-569. |
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Journal Article | Ghiviriga I, Bottari PQ, Hudlicky T. Elucidation of the stereochemistry of octahydroisoquinoline derivatives by NMR spectroscopy. Magnetic Resonance in Chemistry 1999;37(9):653-661. |
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Journal Article | Gonzalez D, Martinot TA, Hudlicky T. A short chemoenzymatic synthesis of (+)-narciclasine. Tetrahedron Letters 1999;40(16):3077-3080. |
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Journal Article | Hudlicky T, Gonzalez D, Stabile M, Endoma MA, Deluca M, Parker D, Gibson DT, Resnick SM, Whited GM. New metabolites from the microbial oxidation of fluorinated aromatic compounds. Journal of Fluorine Chemistry 1998;89(1):23-30. |
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Journal Article | Hudlicky T. Natural product synthesis via biocatalysis: an essay on the merits of multidisciplinary ventures. Journal of the Brazilian Chemical Society 1998;9(4):313-318. |
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Journal Article | Hudlicky T, Frey DA, Koroniak L, Claeboe CD, Brammer Jr. LE. Toward a 'reagent-free' synthesis. Green Chemistry 1999;1(2):57-59. |
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Journal Article | Hudlicky T, Claeboe CD, Brammer Jr. LE, Koroniak L, Butora G, Ghiviriga I. Use of electrochemical methods as an alternative to tin reagents for the reduction of vinyl halides in inositol synthons. Journal of Organic Chemistry 1999;64(13):4909-4913. |
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Journal Article | Hudlicky T, Stabile MR, Gibson DT, Whited GM. 1-Chloro-(2S,3S)-dihydroxycyclohexa-4,6-diene. Organic Syntheses 1999;76:77-85. |
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Journal Article | Hudlicky T, Gonzalez D, Gibson DT. Enzymatic dihydroxylation of aromatics in enantioselective synthesis: expanding asymmetric methodology. Aldrichimica Acta 1999;32(2):35-62. |
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Journal Article | Hudlicky T, Restrepo-Sanchez NE, Kary PD, Jaramillo-Gomez LM. A short, stereoselective synthesis of neo-inositol. Carbohydrate Research 2000;324(3):200-203. |
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Journal Article | Hudlicky T. Asymmetric synthesis-preface. Current Organic Chemistry 2000;4(3):i-ii. |
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Journal Article | Hudlicky T. Recent progress in efficient syntheses of amaryllidaceae and morphine alkaloids. Journal of Heterocyclic Chemistry 2000;37(3):535-539. |
R826113 (Final) |
not available |
Journal Article | Hudlicky T, Oppong KA, Duan C, Stanton C, Laufersweiler MJ, Natchus MG. Chemoenzymatic synthesis of functionalized cyclohexylglycines and α-methylcyclohexylglycines via Kazmaier–Claisen rearrangement. Bioorganic & Medicinal Chemistry Letters 2001;11(5):627-629. |
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Journal Article | Hudlicky T. Asymmetric synthesis-preface. Current Organic Chemistry 1998;2(3):U2-U3. |
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Journal Article | Novak BH, Hudlicky T. New arene cis-dihydrodiol metabolites from β-bromostyrenes. Tetrahedron-Asymmetry 1999;10(11):2067-2069. |
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Journal Article | Novak BH, Hudlicky T, Reed JW, Mulzer J, Trauner D. Morphine synthesis and biosynthesis-an update. Current Organic Chemistry 2000;4(3):343-362. |
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Journal Article | Oppong KA, Hudlicky T, Yan F, York C, Nguyen BV. Chemoenzymatic enantiodivergent synthesis of 1,2-dideoxy-2-amino-1-fluoro-allo-inositol. Tetrahedron 1999;55(10):2875-2880. |
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Journal Article | Paul BJ, Martinot TA, Willis J, Hudlicky T. Novel O-and N-linked inositol oligomers: a new class of unnatural saccharide mimics. Synthesis-Stuttgart 2001;(6):952-956. |
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Journal Article | Reddy GD, Wiest O, Hudlicky T, Schapiro V, Gonzalez D. Electron transfer catalyzed [2 + 2] cycloreversion of benzene dimers. Journal of Organic Chemistry 1999;64(8):2860-2863. |
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Journal Article | Restrepo-Sanchez NE, Gomez FJ, Jaramillo-Gomez LM, Hudlicky T. Free radical cyclizations of trienes with tris(trimethylsilyl)silane. Synthetic Communications 1999;29(16):2795-2806. |
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Journal Article | Schilling S, Rinner U, Chan C, Ghiviriga I, Hudlicky T. Structure assignment of aminoconduritols by 15N NMR correlation spectroscopy; synthesis of a positional isomer of 7-deoxypancratistatin. Canadian Journal of Chemistry 2001;79(11):1659-1667. |
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Journal Article | Solis-Oba A, Hudlicky T, Koroniak L, Frey D. Selective electrochemical reduction of cinnamyl ethers in the presence of other allylic C–O bonds. Tetrahedron Letters 2001;42(7):1241-1243. |
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Journal Article | Zezula J, Hudlicky T, Ghiviriga I. Intramolecular Diels-Alder cycloadditions of cis-cyclohexadienediols derived enzymatically from (2-azidoethyl)benzene. Construction of highly functionalized bridged isoquinoline synthons. Collection of Czechoslovak Chemical Communications 2001;66(8):1269-1286. |
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Presentation | Bottari PQ, Endoma MA, Hudlicky T. A study of stereocontrol in the intramolecular-acylimium ion-olefin cyclization for the synthesis of optically pure isoquinoline derivatives. Presented at the Southeast Regional Meeting of the American Chemical Society, Research Triangle Park, NC, November 4-7, 1998. |
R826113 (Final) |
not available |
Presentation | Frey DA, Duan C, Endoma MA, Bottari PQ, Hudlicky T. An approach to a practical synthesis of morphine through a stereospecific N-acyliminium ion-olefin cyclization reaction. Presented at the Southeast Regional Meeting of the American Chemical Society, Knoxville, TN, October 17-20, 1999. |
R826113 (Final) |
not available |
Presentation | Gonzales D, Martinot TA, Hudlicky T. A short synthesis of (+)-narciclasine. Presented at the Southeast Regional Meeting of the American Chemical Society, Research Triangle Park, NC, November 4-7, 1998. |
R826113 (Final) |
not available |
Presentation | Hansen TV, Stenstrom Y, Hudlicky T. Substrate specificity of toluene dioxygenase in compounds with remote chiral centers. Presented at the Gordon Research Conference on Biocatalysis, Meriden, NH, July 9-14, 2000. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. Biocatalytic synthesis of morphine and Amaryllidaceae alkaloids. Presented at the Laboratoire Pharmacognosie, Universite Rene Descartes, Paris V, Paris, France, April 1998. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. Biocatalytic syntheses of Amaryllidaceae and morphine alkaloids: enzymes, electrochemistry, and efficiency. Presented at Pfizer, Inc., Groton, CT, August 1998. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. Chemoenzymatic approach to a practical synthesis of morphine: the next generation. Presented at Hoffmann-La Roche, Nutley, NJ, January 1998. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. Chemoenzymatic synthesis of Amaryllidaceae alkaloids. Presented at the Technical University, Graz, Austria, June 1998. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. Recent progress in chemoenzymatic synthesis of alkaloids and carbohydrates. Presented at the Aldrich Asymmetric Synthesis Symposium, 31st Great Lakes Regional American Chemical Society Meeting, Milwaukee, WI, June 1, 1998. |
R826113 (Final) |
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Presentation | Hudlicky T. The next generation of chemoenzymatic alkaloid syntheses: morphine and pancratistatin. Presented at the 7th Meeting of the French-American Chemical Society, Cannes, France, June 2-6, 1998. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. Biocatalytic approaches to morphine. Presented at the Technical University, Graz, Austria, May 1998. |
R826113 (Final) |
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Presentation | Hudlicky T. Chemoenzymatic synthesis of carbohydrates: a general method. Presented at the Technical University, Graz, Austria, May 1998. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. Enzymes, electrochemistry, and efficiency for environmentally benign synthesis of bioactive natural products. Presented at the University of Connecticut, Storrs, CT, May 1998. |
R826113 (Final) |
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Presentation | Hudlicky T. Enzymes, electrochemistry, green chemistry, etc., in the synthesis of natural products. Presented at Washington and Lee University, Lexington, VA, November 1998. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. Tandem enzymatic/electrochemical methods of synthesis for oxygenated natural products. Presented at the University of Virginia, Charlottesville, VA, November 1998. |
R826113 (Final) |
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Presentation | Hudlicky T. Tandem enzymatic/electrochemical methods of synthesis for oxygenated natural products. Presented at the University of Texas, Austin, TX, November 1998. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. The next generation of chemoenzymatic alkaloid syntheses: morphine and pancratistatin. Presented at the 8th Brazilian Meeting on Organic Synthesis, Sao Pedro, Brazil, September 7-11, 1998. |
R826113 (Final) |
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Presentation | Hudlicky T. Chemoenzymatic syntheses of alkaloids and sugars. The issue of "effective mass yield." Presented at the University of Minnesota, Duluth, MN, April 1999. |
R826113 (Final) |
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Presentation | Hudlicky T. Enzymatic and electrochemical synthesis of unnatural oligosaccharides. Presented at the 3M Company, Minneapolis, MN, April 1999. |
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Presentation | Hudlicky T. Recent progress in efficient synthesis of Amaryllidaceae and morphine alkaloids. Presented at the 17th International Congress of Heterocyclic Chemistry, Vienna, Austria, August 1-6, 1999. |
R826113 (Final) |
not available |
Presentation | Hudlicky T. Chemoenzymatic syntheses of alkaloids and sugars. The issue of "effective mass yield." Presented at the 3rd Winter Conference on Medicinal and Bioorganic Chemistry, Steamboat Springs, CO, January 23-29, 1999. |
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Presentation | Hudlicky T. Chemoenzymatic routes to alkaloids and oligosaccharides: the quest for practicality. Presented at the Colloquium on Organic Chemistry, Procter and Gamble Pharmaceuticals, Cincinnati, OH, July 1999. |
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Presentation | Hudlicky T. Efficiency factor in the synthesis of complex molecules. Presented at the 48th Gordon Conference on Natural Products, Henniker, NH, July 25-30, 1999. |
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Presentation | Hudlicky T. Chemoenzymatic syntheses of alkaloids (Lecture 1). Presented at the NATO Advanced Study Institute on Enzymes in Heteroatom Chemistry; Green Solutions for Chemical Problems, Berg en Dal, Netherlands, June 19-30, 1999. |
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Presentation | Hudlicky T. Chemoenzymatic syntheses of carbohydrates (Lecture 2). Presented at the NATO Advanced Study Institute on Enzymes in Heteroatom Chemistry; Green Solutions for Chemical Problems, Berg en Dal, The Netherlands, June 19-30, 1999. |
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Presentation | Hudlicky T. Biocatalytic syntheses of alkaloids and sugars: a practical approach. Presented at the Bristol-Myers Squibb Pharmaceutical Research Institute, Princeton, NJ, May 1999. |
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not available |
Presentation | Hudlicky T. Chemoenzymatic synthesis of morphine and Amaryllidaceae alkaloids. Presented at AstraZeneca, R&D Charnwood, Loughborough, UK, November 1999. |
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Presentation | Hudlicky T. Recent advances in chemoenzymatic synthesis of natural products. Presented at the University of Leicester, UK, November 1999. |
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Presentation | Hudlicky T. Recent advances in chemoenzymatic synthesis of natural products. Presented at Glaxo, Stevenage, UK, November 1999. |
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Presentation | Hudlicky T. Synthesis and properties of novel inositol oligomers. Presented at the AstraZeneca-Loughborough University Organic Synthesis Symposium, Loughborough University, UK, November 24, 1999. |
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Presentation | Hudlicky T. Chemoenzymatic strategy for the synthesis of complex molecules. Presented at the Southeast Regional Meeting of the American Chemical Society, Symposium on New Pathways in Organic Synthesis, Knoxville, TN, October 17-20, 1999. |
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Presentation | Hudlicky T. Recent progress in chemoenzymatic synthesis of bioactive molecules. Presented at the 22nd Gulf Coast Chemistry Conference, Pensacola Beach, FL, September 1999. |
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Presentation | Hudlicky T. Dioxygenase-mediated preparation of synthons for asymmetric synthesis of carbohydrates and alkaloids: Symposium on Biocatalysis in Organic Synthesis. Presented at the 2000 International Chemical Congress of Pacific Basin Societies. Honolulu, HI, December 14-19, 2000. |
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Presentation | Hudlicky T. Practical asymmetric synthesis of morphine alkaloids and pancratistatin-an update: Symposium on Discovery and Development of Asymmetric Synthesis and Chiral Technology. Presented at the 2000 International Chemical Congress of Pacific Basin Societies, Honolulu, HI, December 14-19, 2000. |
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Presentation | Hudlicky T. Enzymatic and electrochemical methods for green chemistry. Presented at the 17th Annual Florida Organic Chemistry Faculty Conference, Tampa, FL, February 5, 2000. |
R826113 (Final) |
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Presentation | Hudlicky T. Recent progress in chemoenzymatic synthesis. Presented at the Gordon Research Conference on Biocatalysis, Meriden, NH, July 9-14, 2000. |
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Presentation | Hudlicky T. Tandem enzymatic and electrochemical methods for increased efficiency in synthesis. Case studies: morphine alkaloids and unnatural oligosaccharides. Presented at the Czech Academy of Science, Prague, Czech Republic, June 2000. |
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Presentation | Hudlicky T. Green chemistry alternatives for the processing of aromatic compounds. Presented at the National Research Council Canada, Biotechnology Research Institute, Montreal, Quebec, Canada, March 2000. |
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Presentation | Hudlicky T. Enzymes, electrochemistry, and efficiency in synthesis of alkaloids and carbohydrates. Presented at the Institute fur Organische Chemie, Leopold-Franzens Universitat, Innsbruck, Austria, May 2000. |
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Presentation | Hudlicky T. Modern synthetic design: historical perspective on the synthesis of terpenes, alkaloids, and other natural products of the period 1950-2000. Presented at the Institute fur Organische Chemie, Leopold-Franzens Universitat, Innsbruck, Austria, May 2000. |
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Presentation | Hudlicky T. Enzymatic and electrochemical methods in the design of complex molecules. The issues of brevity, creativity, and cost. Presented at the University of Glasgow, Scotland, UK, February 2001. |
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Presentation | Hudlicky T. Toluene dioxygenase mediated synthesis of chiral synthons and natural products. Presented at IBC's World Congress on Enzyme Technologies, San Diego, CA, February 26-28, 2001. |
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Presentation | Novak BH, Hudlicky T. A combined chemoenzymatic and intramolecular Diels-Alder methodology approach towards the synthesis of morphinan skeletons. Presented at the Southeast Regional Meeting of the American Chemical Society, Research Triangle Park, NC, November 4-7, 1998. |
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Presentation | Novak BH, Hudlicky T. The study of the cyclization products of the Diels-Alder substrates 1 and 2. Presented at the Southeast Regional Meeting of the American Chemical Society, Knoxville, TN, October 17-20, 1999. |
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Presentation | Oppong KA, Gonzalez D, Stanton C, Hudlicky T. Chemoenzymatic synthesis of the morphinan skeleton via a combined Suzuki coupling-Claisen rearrangement approach. Presented at the Southeast Regional Meeting of the American Chemical Society, Knoxville, TN, October 17-20, 1999. |
R826113 (Final) |
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Presentation | Paul BJ, Martinot TA, Willis J, Hudlicky T. Synthesis of novel amino-inositol dimers. Presented at the 52nd Southeast/56th Southwest Regional Meeting of the American Chemical Society, New Orleans, LA, December 6-8, 2000. |
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Presentation | Schilling S, Rinner U, Hudlicky T. An approach to the synthesis of 7-deoxypancratistatin through intramolecular aziridine opening. Presented at the Southeast Regional Meeting of the American Chemical Society, Knoxville, TN, October 17-20, 1999. |
R826113 (Final) |
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The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Conclusions drawn by the principal investigators have not been reviewed by the Agency.