Publications

Werner, L.; Wernerova, M.; Machara, A.; Endoma-Arias, M. Ann; Duchek, J.; Adams, D. R.; D. Cox, P.; Hudlicky, T. Unexpected N -Demethylation of Oxymorphone and Oxycodone N -Oxides Mediated by the Burgess Reagent: Direct Synthesis of Naltrexone, Naloxone, and Other Antagonists from Oxymorphone. Advanced Synthesis & Catalysis 2012, 354 (14-15), 2706-2712 DOI: 10.1002/adsc.201200676.

Machara, A.; Endoma-Arias, M.; Císařová, I.; Cox, D.; Hudlicky, T. Synthesis of Nororipavine and Noroxymorphone via N- and O-Demethylation of Iron Tricarbonyl Complex of Thebaine. Synthesis 2016, 48 (12), e1-e1 DOI: 10.1055/s-0035-1562345.

Werner, L.; Machara, A.; Adams, D. R.; D. Cox, P.; Hudlicky, T. Synthesis of Buprenorphine from Oripavine via N-Demethylation of Oripavine Quaternary Salts. The Journal of Organic Chemistry 2011, 76 (11), 4628-4634 DOI: 10.1021/jo200567n.

Werner, L.; Machara, A.; Hudlicky, T. Short Chemoenzymatic Azide-Free Synthesis of Oseltamivir (Tamiflu): Approaching the Potential for Process Efficiency. Advanced Synthesis & Catalysis 2010, 352 (1), 195-200 DOI: 10.1002/adsc.200900844.

Werner, L.; Machara, A.; Sullivan, B.; Carrera, I.; Moser, M.; Adams, D. R.; Hudlicky, T.; Andraos, J. Several Generations of Chemoenzymatic Synthesis of Oseltamivir (Tamiflu): Evolution of Strategy, Quest for a Process-Quality Synthesis, and Evaluation of Efficiency Metrics. The Journal of Organic Chemistry 2011, 76 (24), 10050-10067 DOI: 10.1021/jo2018872.

Albiñana, C. Berenguer; Hayward, J. J.; Hudlicky, T.; Machara, A. Reinvestigation of acetylation of 3,4-dihydroxybenzaldehyde and reconciliation of previously reported analytical data. Tetrahedron Letters 2016, 57 (9), 1019-1021 DOI: 10.1016/j.tetlet.2016.01.075.

Machara, A.; Werner, L.; Endoma-Arias, M. Ann; D. Cox, P.; Hudlicky, T. Improved Synthesis of Buprenorphine from Thebaine and/or Oripavine via Palladium-Catalyzed N-Demethylation/Acylation and/or Concomitant O-Demethylation. Advanced Synthesis & Catalysis 2012, 354 (4), 613-626 DOI: 10.1002/adsc.201100807.

Machara, A.; Endoma-Arias, M. Ann A.; Císařová, I.; D. Cox, P.; Hudlicky, T. Direct Synthesis of Noroxymorph­one from Thebaine: Unusual Ce ^IV Oxidation of a Methoxydiene-Iron Complex to an Enone-γ-Nitrate. European Journal of Organic Chemistry 2016, 2016 (8), 1500-1503 DOI: 10.1002/ejoc.201600153.

Machara, A.; D. Cox, P.; Hudlicky, T. Direct Synthesis of Naltrexone by Palladium-Catalyzed N -Demethylation/Acylation of Oxymorphone: The Benefit of CH Activation and the Intramolecular Acyl Transfer from C-14 Hydroxy. Advanced Synthesis & Catalysis 2012, 354 (14-15), 2713-2718 DOI: 10.1002/adsc.201200677.

Murphy, B.; Šnajdr, I.; Machara, A.; Endoma-Arias, M. Ann A.; Stamatatos, T. C.; D. Cox, P.; Hudlicky, T. Conversion of Thebaine to Oripavine and Other Useful Intermediates for the Semisynthesis of Opiate-Derived Agents: Synthesis of Hydromorphone. Advanced Synthesis & Catalysis 2014, 356 (11-12), 2679-2687 DOI: 10.1002/adsc.201400445.

Machara, A.; D. Cox, P.; Hudlicky, T. ChemInform Abstract: Synthesis of Nalbuphine from Oripavine via N-Demethylation of N-Cyclobutylmethyl Oripavine. ChemInform 2012, 43 (19), no-no DOI: 10.1002/chin.201219209.