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Discovery of MK-1439, an orally bioavailable non-nucleoside reverse transcriptase inhibitor potent against a wide range of resistant mutant HIV viruses.
- Bernard Côté, J. Burch, +34 authors Y. Ducharme
- Chemistry, MedicineBioorganic & medicinal chemistry letters
- 1 February 2014
The optimization of a novel series of non-nucleoside reverse transcriptase inhibitors (NNRTI) led to the identification of pyridone 36, now known as MK-1439, which is currently in clinical development for the treatment of HIV infection.
Cu-catalyzed N-arylation of oxazolidinones: an efficient synthesis of the kappa-opioid receptor Agonist CJ-15161.
- Arun K. Ghosh, J. Sieser, S. Caron, M. Couturier, Kristina Dupont-Gaudet, M. Girardin
- Chemistry, MedicineThe Journal of organic chemistry
- 3 February 2006
An efficient method for intermolecular N-arylation of oxazolidinones using catalytic copper in the presence of a bidentate ligand is reported and a short, scalable synthesis of CJ-15,161 is reported.
Inter- and intramolecular [4 + 1]-cycloadditions between electron-poor dienes and electron-rich carbenes.
- C. Spino, H. Rezaei, Kristina Dupont-Gaudet, F. Bélanger
- Chemistry, MedicineJournal of the American Chemical Society
- 24 July 2004
Inter- and intramolecular [4 + 1]-annulations between dialkoxy carbenes and electron-deficient dienes afford mono- or bicyclic products in moderate to good yield.
Phosphine-mediated [4 + 2] annulation of bis(enones): a Lewis base catalyzed "mock Diels-Alder" reaction.
Lewis-base-catalyzed cycloisomerization of bis(enones) to decalins has been demonstrated as an alternative to the traditional Lewis acid catalyzed Diels-Alder cycloaddition. In this process, a…
Process Research and Scale-up of the κ-Opioid Receptor Agonist CJ-15,161 Drug Candidate
This account depicts strategies adopted during the development of the K-opioid receptor agonist CJ-15,161. While the original discovery synthesis was enabled for scale-up, concomitant process…
1,4-Induction in aldol reactions of (tertiary α′-alkoxy)methyl ketones: synthesis of the C8–C11 stereotriad of ent-fostriecin
Abstract A diastereoselective, boron-mediated aldol process inspired by the natural product fostriecin is described. Using a tertiary α′-stereocenter as the induction element, aldol adducts are…
Inter‐ and Intramolecular [4 + 1]‐Cycloadditions Between Electron‐Poor Dienes and Electron‐Rich Carbenes.
Cu-Catalyzed N-Arylation of Oxazolidinones: An Efficient Synthesis of the ϰ-Opioid Receptor Agonist CJ-15161 (I).
Phosphine‐Mediated [4 + 2] Annulation of Bis(enones): A Lewis Base Catalyzed “Mock Diels—Alder” Reaction.
1,4-Induction in Aldol Reactions of (Tertiary α′-Alkoxy)methyl Ketones: Synthesis of the C8—C11 Stereotriad of ent-Fostriecin.
A general diastereoselective aldol condensation using a tertiary α′-alkoxy group as the sterochemical control element is developed.