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Pure Appl. Chem., 2010, Vol. 82, No. 9, pp. 1785-1796

Published online 2010-06-04

Recent chemoenzymatic total syntheses of natural and unnatural products: Codeine, balanol, pancratistatin, and oseltamivir

Tomáš Hudlický

Department of Chemistry and Centre for Biotechnology, Brock University, 500 Glenridge Avenue, St. Catharines, ON L2S 3A1, Canada

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  • Amatov Tynchtyk, Jahn Ullrich: Gliotoxin: wie die Natur Epidithiobrücken knüpft. Angew. Chem. 2014, 126, 3378. <>
  • Amatov Tynchtyk, Jahn Ullrich: Gliotoxin: Nature’s Way of Making the Epidithio Bridge. Angew. Chem. Int. Ed. 2014, 53, 3312. <>
  • Lewis Simon E.: Applications of biocatalytic arene ipso,ortho cis-dihydroxylation in synthesis. Chem. Commun. 2014, 50, 2821. <>
  • Griffen Julia A., Kenwright Sarah J., Abou-Shehada Sarah, Wharry Scott, Moody Thomas S., Lewis Simon E.: Benzoate dioxygenase from Ralstonia eutropha B9 – unusual regiochemistry of dihydroxylation permits rapid access to novel chirons. Org. Chem. Front. 2014, 1, 79. <>
  • Palframan Matthew J., Kociok-Köhn Gabriele, Lewis Simon E.: Photooxygenation of a Microbial Arene Oxidation Product and Regioselective Kornblum-DeLaMare Rearrangement: Total Synthesis of Zeylenols and Zeylenones. Chemistry A European Journal 2012, 18, 4766. <>
  • Ali Khan Monika, Mahon Mary F., Lowe John P., Stewart Alan J. W., Lewis Simon E.: Valuable New Cyclohexadiene Building Blocks from Cationic η5 -Iron-Carbonyl Complexes Derived from a Microbial Arene Oxidation Product. Chem. Eur. J. 2012, 18, 13480. <>
  • Boyd Derek R., Bell Mark, Dunne Katherine S., Kelly Brian, Stevenson Paul J., Malone John F., Allen Christopher C. R.: Chemoenzymatic synthesis of a mixed phosphine–phosphine oxide catalyst and its application to asymmetric allylation of aldehydes and hydrogenation of alkenes. Biomol Chem 2012, 10, 1388. <>
  • Boyd Derek R., Sharma Narain D., Kaik Magdalena, McIntyre Peter B. A., Stevenson Paul J., Allen Christopher C. R.: Chemoenzymatic formal synthesis of (−)- and (+)-epibatidine. Biomol Chem 2012, 10, 2774. <>
  • Boyd D. R., Sharma N. D., Kaik M., Bell M., Berberian M. V., McIntyre P. B. A., Kelly B., Hardacre C., Stevenson P. J., Allen C. C. R.: Cycloalkenyl Halide Substitution Reactions of Enantiopure Arene cis-Tetrahydrodiols with Boron, Nitrogen and Phosphorus Nucleophiles. Synth Catal 2011, 353, 2455. <>
  • Louvel Julien, Chemla Fabrice, Demont Emmanuel, Ferreira Franck, Pérez-Luna Alejandro, Voituriez Arnaud: Stereoselective Synthesis of syn-β-Amino Propargylic Ethers: Application to the Asymmetric Syntheses of (+)-β-Conhydrine and (−)-Balanol. Synth Catal 2011, 353, 2137. <>
  • Hudlicky Tomas: ChemInform Abstract: Recent Chemoenzymatic Total Syntheses of Natural and Unnatural Products: Codeine, Balanol, Pancratistatin, and Oseltamivir. ChemInform 2011, 42, no. <>
  • Magano Javier: Recent synthetic approaches to oseltamivir phosphate (Tamiflu™) for the treatment of influenza. Tetrahed 2011, 67, 7875. <>
  • Werner Lukas, Machara Ales, Sullivan Bradford, Carrera Ignacio, Moser Michael, Adams David R., Hudlicky Tomas, Andraos John: Several Generations of Chemoenzymatic Synthesis of Oseltamivir (Tamiflu): Evolution of Strategy, Quest for a Process-Quality Synthesis, and Evaluation of Efficiency Metrics. J Org Chern 2011, 76, 10050. <>
  • van der Waals Dominic, Pugh Thomas, Ali Khan Monika, Stewart Alan JW, Johnson Andrew L, Lewis Simon E: A cobalt complex of a microbial arene oxidation product. Chem Central J 2011, 5, 80. <>