CV J.-F. Betzer

My research interests include the development of new tools in the field of asymmetric organocatalysis and organometallic catalysis, the development of new reactions using organocatalysis or metal catalysts and the development of new stereocontrolled synthetic methodologies for organic synthesis.

Key words : Total synthesis. Organocatalysis. Asymmetric organocatalysis (chiral Brønsted acids). Organometallic chemistry. New synthetic methods.

Publications (36), Patents (2), Invited lectures (2), Invited talks (8)

Oral Communications (11), Proceedings (10), Poster Communications (42)

ORCID link

 

40. Biomimetic-inspired synthesis of sporochartines through Diels-Alder reaction between enantiopure (−)-sporothriolide and (+)-trienylfuranol A Arcile, G.; Massard, T.; van Elslande, E.; Ouazzani*, J.; Betzer,* J.-F. Chem. Front. 2023, 10, 4111-4121.

DOI: 10.1039/D3QO00971H

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39. Anti-cancer and radio-sensitizing properties of new bimetallic (N-Heterocyclic Carbene)-amine-Pt(II) complexes Jia, T.; Diane, O.; Ghosh, D.; Skander, M.; Fontaine, G.; Retailleau, P.; Poupon, J.; Bignon, J.; Maga Moulai Siasia, Y.; Servajean, V.; Hue, N.; Betzer,* J.-F.; Marinetti,* A.; Bombard,* S Med. Chem. 2023, 66, 6836-6848.

DOI: 10.1021/acs.jmedchem.3c00267

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38. Efficient Piancatelli rearrangement on large scale using Zippertex technology under subcritical water conditions Arcile, G.; Retailleau, P.; Ouazzani*, J.; Betzer,* J.-F. Chem. Eng. 2022, 7, 1640-1649.

DOI: 10.1039/D2RE00098A

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37. The Piancatelli rearrangement of non-symmetrical furan-2,5-dicarbinols for the synthesis of highly functionalized cyclopentenones Cacheux, F.; Le Goff, G.; Ouazzani, J.; Bignon, J.; Retailleau, P.; Marinetti, A.; Voituriez, A.; Betzer,*-F. Org. Chem. Front. 2021, 8, 2449-2455. DOI: 10.1039/D1QO00268F

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36. Total Synthesis of the fungal metabolite Trienylfuranol A via Nucleophilic Diastereodivergent Additions to Oxocarbenium Ions Arcile, G.; Retailleau, P.; Ouazzani*, J.; Betzer,*-F. Eur. J. Org. Chem. 2021, 2050-2054. DOI: 10.1002/ejoc.202100265

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35. Prix Nobel de Chimie 2021 : l’organocatalyse asymétrique mise à l’honneur Betzer,* J.-F. L’Actualité Chimique 2021, N° 468 décembre 2021, 5-6.

N°468 decembre 2021

 

34. Paracyclophane-based Silver Phosphates as Catalysts for Enantioselective Cycloisomerization/Addition Reactions: Synthesis of Bicyclic Furans Force, G.; Lock Toy Ki, Y.; Isaac, K.; Retailleau, P.; Marinetti,* A.; Betzer,* J.-F. Adv. Synth. Catal. 2018, 360, 3356-3366. DOI: 10.1002/adsc.201800587

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33. Revised Theoretical Model on Enantiocontrol in Phosphoric Acid Catalyzed H-Transfer Hydrogenation of Quinoline Pastor, J.; Rezabal, E.; Voituriez, A.; Betzer,*-F.; Marinetti, A.; Frison,* G. J. Org. Chem. 2018, 83, 2779-2787. DOI: 10.1021/acs.joc.7b03248
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32. Silyl-Substituted Planar Chiral Phosphoric Acids with Ferrocene-bridged Paracyclophane Frameworks: Synthesis, Characterization, and Uses in Enantioselective aza-Friedel-Crafts Reactions Stemper, J.; Isaac, K.; Ghosh, N.; Lauwick, H.; Le Duc, G.; Retailleau, P.; Voituriez, A.; Betzer,* J.-F.; Marinetti,* A. Adv. Synth. Catal. 2017, 359, 519-526. DOI: 10.1002/adsc.201600920
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31. Planar Chiral Phosphoramidites with a Paracyclophane Scaffold: Synthesis, Gold(I) Complexes, and Enantioselective Cycloisomerization of Dienynes Wu, Z.; Isaac, K.; Retailleau, P.; Betzer,* J.-F.; Voituriez,* A.; Marinetti, A. Eur. J. 2016, 22, 3278-3281. DOI: 10.1002/chem.201504658 Highlighted in Synfacts 2016, 12(4), 0393. Cycloisomerization of Dienynes by a Planarchiral Gold(I) Complex DOI: 10.1055/s-0035-1561823

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30. Linking of Antitumour trans NHC-Pt(II) Complexes to G-quadruplex DNA Ligand for Telomeric Targeting Betzer, J.-F.; Nuter, F.; Chtchigrovsky, M.; Hamon, F.; Kellermann, G.; Ali, S.; Calméjane, M.-A.; Roque, S.; Poupon, J.; Cresteil, T.; Teulade-Fichou, M.-P.; Marinetti,* A.; Bombard,* S. Bioconjugate Chemistry 2016, 27, 1456-1470. DOI: 10.1021/acs.bioconjchem.6b00079
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29. Discodermolide : Total Synthesis of Natural Product and Analogues Betzer,* J.-F.; Ardisson, J. Strategies Tactics Org. Synth. 2015, 11, 51-84. DOI: 10.1016/B978-0-08-100023-6.00003-8
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28. Planar Chiral Phosphoric Acids with Biphenylene-Tethered Paracyclophane Scaffolds: Synthesis, Characterization, and Catalytic Screening Isaac, K.; Stemper, J.; Servajean, V.; Retailleau, P.; Pastor, J.; Frison, G.; Kaupmees, K.; Leito, I.; Betzer,* J.-F.; Marinetti,* A. J. Org. Chem. 2014, 79, 9639-9646. DOI: 10.1021/jo501769t
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27. Diethyl Trichloromethylphosphonate e-EROS Encyclopedia of Reagents for Organic Synthesis 2014, ARTICLE – [RN01731] Betzer,*-F.; Marinetti,* A. DOI: 10.1002/047084289X.rn01731

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26. Chiral Synthetic Equivalents of 2-Cyanoethyl Tetraisopropylphosphorodiamidite: Application to the Synthesis and Resolution of Chiral Phosphoric Acids Isaac, K.; Stemper, J.; Retailleau, P.; Betzer,*-F.; Marinetti,* A. Eur. J. Org. Chem. 2014, 4099-4106. DOI: 10.1002/ejoc.201402203
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25. Development of Chiral Phosphoric Acids based on Ferrocene-Bridged Paracyclophane Frameworks Stemper, J.; Isaac, K.; Pastor, J.; Frison, G.; Retailleau, P.; Voituriez, A.; Betzer,*-F.; Marinetti,* A. Adv. Synth. Catal. 2013, 355, 3613-3624. DOI: 10.1002/adsc.201300697
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24. [3,3]Paracyclophanes as Planar Chiral Scaffolds for the Synthesis of New Phosphoric Acids Stemper, J.; Isaac, K.; Duret, V.; Retailleau, P.; Voituriez, A.; Betzer,*-F.; Marinetti,* A. Chem. Comm. 2013, 49, 6084-6086. DOI: 10.1039/c3cc41496e
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23. Phosphine Organocatalysis in the Synthesis of Natural Products and Bioactive Compounds Gomez, C.; Betzer, J.-F.; Voituriez, A.; Marinetti, A. ChemCatChem 2013, 5, 1055-1065. DOI: 10.1002/cctc.201200442
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22. Heterocyclic Spiranes and Dispiranes via Enantioselective Phosphine Catalyzed [3+2] Annulations Duvvuru, D.; Pinto, N.; Gomez, C.; Betzer, J.-F.; Retailleau, P.; Voituriez, A.; Marinetti A. Synth. Catal. 2012, 354, 408-414. DOI: 10.1002/adsc.201100748
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21. A Phosphane-Mediated Diastereoselective, Domino aza-Morita-Baylis-Hillman/Reduction Sequence Involving Water as Hydrogen Source Duvvuru, D.; Retailleau, P.; Betzer,*-F.; Marinetti* A. Eur. J. Org. Chem. 2012, 897-900. DOI: 10.1002/ejoc.201101712
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20. Conception, Synthesis and Biological Evaluation of Original Discodermolide Analogues de Lemos, E.; Agouridas, E.; Sorin, G.; Guerreiro, A.; Commerçon, A.; Pancrazi, A.; Betzer,*-F.; Lannou,* M.-I.; Ardisson,* J. Chem. Eur. J. 2011, 17, 10123-10134. DOI: 10.1002/chem.201100675
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19. An Easy, Stereoselective Synthesis of Hexahydroisoindol-4-ones under Phosphine Catalysis Duvvuru, D.; Betzer,*-F.; Retailleau, P.; Frison, G.; Marinetti* A. Adv. Synth. Catal. 2011, 353, 483-493. DOI: 10.1002/adsc.201000701
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18. New Access to Trisubstituted 3-Pyrrolines under Phosphine Catalysis Schuler, M.; Duvvuru, D.; Retailleau, P.; Betzer, J.-F.; Marinetti A. Lett. 2009, 11, 4406-4409. DOI: 10.1021/ol901758k
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17. Total Synthesis of Discodermolide: Optimization of the Effective Synthetic Route de Lemos, E.; Porée, F.-H.; Bourin, A.; Barbion, J.; Agouridas, E.; Lannou, M.-I.; Commerçon, A.; Betzer,*-F.; Pancrazi,* A.; Ardisson,* J. Chem. Eur. J. 2008, 14, 11092-11112. DOI: 10.1002/chem.200801478
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16. a-Oxygenated Crotyltitanium and Dyotropic Rearrangement in the Total Synthesis of Discodermolide de Lemos, E.; Porée, F.-H.; Commercon, A.; Betzer,*J-F.; Pancrazi, A.; Ardisson,* J. Ang. Chem. Int. Ed. 2007, 46, 1917-1921. DOI: 10.1002/anie.200604629
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Highlighted in Synfacts 2007, (7): 681. Synthesis of Discodermolide DOI: 10.1055/s-2007-968609

Highlighted in Organic Chemistry Highlights. Total Synthesis of Discodermolide http://www.organic-chemistry.org/totalsynthesis/totsyn02/discodermolide-ardisson-betzer.shtm

 

15. Preparation of the Three C1-C7, C8-C15 and C16-N22 Fragments of the Hsp90 Inhibitor Herbimycin A Centonze-Audureau, S.; Porée, F.-H.; Betzer, J.-F.; Brion, J.-D.; Pancrazi, A.; Ardisson, J. Synlett 2005, 981-985. DOI: 10.1055/s-2005-864804
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14. Palladium-Catalysed Coupling Reactions: (Z)-Vinyl (N,N-Diisopropyl)carbamate Group as an Efficient Precursor of a (Z)-Vinyl Triflate Function Porée, F.-H.; Barbion, J.; Dhulut, S.; Betzer,*-F.; Pancrazi, A.; Ardisson, J. Synthesis 2004, 3017-3022. DOI: 10.1055/s-2004-834878
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13. Efficient Preparation of (Z)-Alkenyl Derivatives from (Z)-Vinyl (N,N-Diisopropyl)Carbamate via Ni-Catalyzed Coupling Reactions Porée, F.-H.; Clavel, A.; Betzer,*-F.; Pancrazi, A.; Ardisson, J. Tetrahedron Lett. 2003, 44, 7553-7556. DOI: 10.1016/S0040-4039(03)01804-5
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12. Stereoselective Preparation of Homo- and Hetero-1,1-Dihalo-1-Alkenes LeMénez, P.; Brion, J.-D.; Betzer, J.-F.; Pancrazi, A.; Ardisson, J. Synlett 2003, 955-958. DOI: 10.1055/s-2003-39296
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11. ¹³C NMR Analysis as a Useful Tool for Structural Assignment of Vinyl- and Dienyltin Derivatives Betzer, J.-F.; LeMénez, P.; Prunet, J.; Brion, J.-D.; Ardisson, J.; Pancrazi, A. Synlett 2002, 1-15. DOI: 10.1055/s-2002-19316

 

10. IMDA Reaction in a Synthetic Approach Towards a Natural Kijamicin Aglycon Betzer, J.-F.; Ardisson, J.; Pancrazi, A. C. R. Acad. Sci., Ser. IIc: Chim 2001, 4, 695-704

 

9. Hydrostannylations of Alkynes and Enynes – Preparation of Trienic Systems. Contribution to the Total Synthesis of an Analogue of Kijamicin Betzer,*-F. Actualité Chimique 2000, 237, 70-73

DOI:10.1016/S1387-1609(01)01260-9

 

8. Water as a Proton Source in Regio- and Chemoselectivity of Stannylcupration of Akynes and Enynes Betzer, J.-F.; Pancrazi, A. Synthesis 1999, 629-634

DOI: 10.1055/s-1999-3449

 

7. Regio- and Stereoselectivity in Stannyl- and Silylcupration of Alkynes and Enynes Using Proton Sources Betzer, J.-F.; Pancrazi, A. Synlett 1998, 1129-1131

DOI: 10.1055/s-1998-1864

 

6. Stille Coupling Reactions in the Preparation of Substituted Trienic Systems Betzer, J.-F.; Lallemand J.-Y; Pancrazi, A. Synthesis 1998, 522-536

DOI: 10.1055/s-1998-5936

 

5. Radical Hydrostannylation, Pd⁽⁰⁾-Catalyzed Hydrostannylation, Stannylcupration of Propargyl Alcohols and Enynols: Regio- and Stereoselectivities Betzer, J.-F.; Delaloge, F.; Muller, B.; Prunet, J.; Pancrazi, A. Org. Chem. 1997, 62, 7768-7780

DOI: 10.1021/jo9710339

 

4. An Efficient Method in Stannylcupration of a Methyl Substituted Enyne or Alkyne by Kinetic Control Using Methanol Betzer, J.-F.; Ardisson, J.; Lallemand J.-Y.; Pancrazi, A. Tetrahedron Lett. 1997, 38, 2279-2282

DOI: 10.1016/S0040-4039(97)00361-4

 

3. General Access to Polyhydroxylated Nortropane Derivatives through Hetero Diels-Alder Cycloadditions. Part II : Synthesis of (±)-Calystegines B₂ Soulié, J.; Faitg T.; Betzer, J.-F.; Lallemand J.-Y. Tetrahedron 1996, 52, 15137-15146

DOI: 10.1016/S0040-4020(96)00948-9

 

2. General Access to Polyhydroxylated Nortropane Derivatives through Hetero Diels-Alder Cycloadditions Soulié, J.; Betzer, J.-F.; Muller B.; Lallemand J.-Y. Tetrahedron Lett. 1995, 36, 9485-9488

DOI: 10.1016/S0040-4039(95)02074-8

 

1. Inverse Phase-Transfer Catalysis. I. Reduction of Ketones in a Micellar Two-Phase Medium Boyer, B.; Betzer, J.-F.; Lamaty, G.; Leydet, A., Roque, J.-P. J. of Chemistry 1995, 19, 807-811

Dr. G. Frison (Ecole Polytechnique – CNRS UMR 9168), Dr. S. Bombard et M.-P. Teulade-Fichou (Institut Curie – CNRS UMR 9187), Dr. I. Leito (University of Tartu, Estonie), ….

Member of organizing committees : ICSN conferences (2013-2015) / “Groupe d’Etude de Chimie Organique 47” (2006) / XIIIème ICSN Symposium (2013) / Seminar of students of ICSN (since 2007). Editorial Board Member of : Synthesis and Catalysis : Open Access (since 2016). Member of GDR “Phosphorous” (since 2017). Member of “Commission de Spécialiste” Section N°32 CNU (2001-2008). Teaching : Electronic databases in chemistry (M2) / Retrosynthesis and therapeutic targets (M1) / General and organic chemistry (first year medicine student).