Groupe de recherche en chimie organique et médicinale

Jean-François Paquin

Publications

Articles

2012

  1. Pouliot, M.-F.; Angers, L.; Hamel, J.-D.; Paquin, J.-F. Synthesis of 2-Oxazolines and Related N-Containing Heterocycles Using [Et2NSF2]BF4 as a Cyclodehydration Agent. Soumis.
  2. Rueda-Becerril, M.; Chatalova Sazepin, C.; Leung, J. C. T.; Okbinoğlu, T.; Kennepohl, P.; Paquin, J.-F.; Sammis, G. M. Fluorine Transfer to Alkyl Radicals. Journal of the American Chemical Society 2012, 134, 4026–4029.

  3. Guimond-Tremblay, J.; Gagnon, M.-C.; Pineault-Maltais, J.-A.; Turcotte, V.; Auger, M.; Paquin, J.-F. Synthesis and Properties of Monofluorinated Dimyristoylphosphatidylcholine Derivatives: Potential Fluorinated Probes for the Study of Membrane Topology. Organic & Biomolecular Chemistry 2012, 10, 1145–1148.

  4. Pouliot, M.-F.; Angers, L.; Hamel, J.-D.; Paquin, J.-F. Synthesis of 1,3,4-Oxadiazoles from 1,2-Diacylhydrazines using [Et2NSF2]BF4 as a Practical Cyclodehydration Agent. Organic & Biomolecular Chemistry 2012, 10, 988–993.

  5. Chénard, S.; Barberis, C.; Otis, F.; Paquin, J.-F.; Martel, J.; Banville, C.; Voyer, N. Synthesis of an Anion-binding Amino Acid. Tetrahedron Letters 2012, 53, 409–411.

  6. Bélanger, É.; Pouliot, M.-F.; Courtemanche, M.-A.; Paquin, J.-F. Design, Synthesis and Applications of Potential Substitutes to t-Bu-PHOX in Pd-Catalyzed Asymmetric Transformations and Their Use for the Improvement of the Enantioselectivity in the Pd-Catalyzed Allylation Reaction of Fluorinated Allyl Enol Carbonates. The Journal of Organic Chemistry 2012, 77, 317–331.

2011

  1. Bergeron, M.; Johnson, T.; Paquin, J.-F. The Use of Fluoride as a Leaving Group: SN2' Displacement of a C-F Bond on 3,3-Difluoropropenes with Organolithium Reagents To Give Access to Monofluoroalkenes. Angewandte Chemie International Edition 2011, 50, 11112–11116. (L'importance de cet article a été soulignée dans Synfacts 2012, 8, 206.)

  2. Landelle, G.; Bergeron, M.; Turcotte-Savard, M.-O.; Paquin, J.-F. Synthetic Approaches to Monofluoroalkenes. Compte-rendu invité dans Chemical Society Reviews 2011, 40, 2867–2908.

  3. Landelle, G.; Turcotte-Savard, M.-O.; Angers, L.; Paquin, J.-F. Stereoselective Synthesis of Both Isomers of β-Fluorostyrene Derivatives from a Common Intermediate. Organic Letters 2011, 13, 1568–1571.

  4. Paquin, J.-F. Synthesis of Monofluoroalkenes via the Activation of Allylic C-F Bonds: a Novel Route to β-Aminofluoroalkenes using a Pd-Catalyzed Allylic Amination Reaction of 3,3-Difluoropropenes. Contribution invitée dans Synlett 2011, 289–293.

2010

  1. Pigeon, X.; Bergeron, M.; Barabé, F.; Dubé, P.; Frost, H. N.; Paquin, J.-F. Activation of Allylic C-F bonds: Pd-Catalyzed Allylic Amination Reaction of 3,3-difluoropropenes. Angewandte Chemie International Edition 2010, 49, 1123–1127.

2009

  1. Landelle, G.; Turcotte-Savard, M.-O.; Marterer, J.; Champagne, P. A. Paquin, J.-F. Stereocontrolled Access to Unsymmetrical 2-Fluoro-1,1-diarylethenes. Organic Letters 2009, 11, 5406–5409.

  2. Bélanger, É.; Pouliot, M.-F.; Paquin, J.-F. The Use of 5,5-(dimethyl)-i-Pr-PHOX as a Practical Equivalent to t-Bu-PHOX in Asymmetric Catalysis. Organic Letters 2009, 11, 2201–2204.

  3. Landelle, G.; Champagne, P. A.; Barbeau, X.; Paquin, J.-F. Stereocontrolled Approach to Bromofluoroalkenes and Their Use for the Synthesis of Tri- and Tetra-Substituted Fluoroalkenes. Organic Letters 2009, 11, 681–684.

2008

  1. Bélanger, É.; Houzé, C.; Guimond, N. Cantin, K.; Paquin, J.-F. Enantioselective Pd-Catalyzed Allylation of Fluorinated Enol Carbonates: Unexpected Importance of the Metal-to-Chiral Ligand Ratio. Chemical Communications 2008, 3254–3253. (L'importance de cet article a été soulignée dans Synfacts 2008, 9, 960.)

2007

  1. Bélanger, É.; Cantin, K.; Messe, O.; Tremblay, M.; Paquin, J.-F. Enantioselective Pd-Catalyzed Allylation Reaction of Fluorinated Silyl Enol Ethers. Journal of the American Chemical Society 2007, 129, 1034–1035.

2006

  1. Chau, A.; Paquin, J.-F.; Lautens, M. Diastereoselective Palladium-Catalyzed Formate Reduction of Allylic Carbonates en route to Polypropionate Systems. Journal of Organic Chemistry 2006, 71, 1924–1933.

2005

  1. Paquin, J.-F.; Stephenson, C. R. J.; Defieber, C.; Carreira, E. M. Catalytic Asymmetric Synthesis with Rh-Diene Complexes: 1,4-Addition of Arylboronic Acids to Unsaturated Esters. Organic Letters 2005, 7, 3821–3824.
  2. Paquin, J.-F.; Defieber, C.; Stephenson, C. R. J.; Carreira, E. M. Asymmetric Synthesis of 3,3-Diarylpropanals with Chiral Diene-Rhodium Catalysts. Journal of the American Chemical Society 2005, 127, 10850–10851.
  3. Alberico, D.; Paquin, J.-F.; Lautens, M. Palladium-Catalyzed Sequential Alkylation-Alkenylation Reactions: Application Towards the Synthesis of Polyfunctionalized Fused Aromatic Rings. Tetrahedron 2005, 61, 6283–6297.

2004

  1. Defieber, C.; Paquin, J.-F.; Serna, S.; Carreira, E. M. Chiral [2.2.2] Dienes as Ligands for Rh(I) in Conjugate Additions of Boronic Acids to a Wide Range of Acceptors. Organic Letters 2004, 6, 3873–3876.

2003

  1. Lautens, M.; Paquin, J.-F. Diastereoselective Palladium-Catalyzed Formate Reduction of Allylic Carbonates as a New Entry into Propionate Units. Organic Letters 2003, 5, 3391–3394.

2002

  1. Lautens, M.; Paquin, J.-F. ; Piguel, S. Palladium-Catalyzed Sequential Alkylation-Alkenylation Reactions. Application to the Synthesis of 2-Substituted-4-Benzoxepines and 2,5-Disubstituted-4-Benzoxepines. Journal of Organic Chemistry 2002, 67, 3972–3974.

2001

  1. Lautens, M.; Paquin, J.-F.; Piguel, S.; Dahlmann, M. Palladium-Catalyzed Sequential Alkylation-Alkenylation Reactions and their Application to the Synthesis of Fused Aromatic Rings. Journal of Organic Chemistry 2001, 66, 8127–8134.

Chapitres de livre

  1. Landelle, G.; Paquin, J.-F. Conjugate Addition of α,β-Unsaturated Esters. Dans Science of Synthesis Knowledge Update. Carreira, E. M., Éd. Georg Thieme Verlag KG: Stuttgart-New York, 2011, sous presse.
  2. Landelle, G.; Paquin, J.-F. Synthesis with Retention of the Functional Group (Update 1). Dans Science of Synthesis Knowledge Update. Carreira, E. M., Éd. Georg Thieme Verlag KG: Stuttgart-New York, 2010, pp. 277-282.
  3. Landelle, G.; Paquin, J.-F. Fluoroiodomethane. Dans Electronic Encyclopedia of Reagents for Organic Synthesis. Paquette, L. A., Éd. John Wiley & Sons Ltd.: Chichester, 2010; en ligne.
  4. Bélanger, É.; Paquin, J.-F. Allyl Acetate. Dans Electronic Encyclopedia of Reagents for Organic Synthesis. Paquette, L. A., Éd. John Wiley & Sons Ltd.: Chichester, 2010; en ligne.
  5. Turcotte-Savard, M.-O.; Paquin, J.-F. Zinc Floride. Dans Electronic Encyclopedia of Reagents for Organic Synthesis. Paquette, L. A., Éd. John Wiley & Sons Ltd.: Chichester, 2010; en ligne.
  6. Alberico, D.; Paquin, J.-F. Norbornene. Dans Electronic Encyclopedia of Reagents for Organic Synthesis. Paquette, L. A., Éd. John Wiley & Sons Ltd.: Chichester, 2008; en ligne.
  7. Paquin, J.-F.; Lautens, M. Allylic Substitution Reactions. Chapitre invité dans Comprehensive Asymmetric Catalysis, supplement #2. Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Éds; Springer-Verlag: Berlin, 2003; pp. 73–95.