Publications

(62) Rapid Access to Densely Functionalized Cyclopentenyl Sulfoximines through a Sc-Catalyzed Aza-Piancatelli Reaction

Werner, E.; Wiegand, M.; Moran, J.*; Lebœuf, D.* Org. Lett. 2024, 26, 547-552.

x

(61) Modern Macrolactonization Techniques

Van Hoof, M.; Force, G.; Lebœuf, D.* Synthesis 2024, 56, 714-732.

x

(60) Catalytic Synthesis of β-(Hetero)arylethylamines: Modern Strategies and Advances 

Pozhydaiev, V.; Muller, C.; Moran, J.*; Lebœuf, D.* Angew. Chem. Int. Ed. 2023, 62, e202309289 (Open Access).

x

(59) NDIPhos as a Platform for Chiral Supramolecular Ligands in Rhodium-Catalyzed Enantioselective Hydrogenation

Force, G.; Mayer, R. J.; Vayer, M.; Lebœuf, D.* Chem. Commun. 2023, 59, 6231-6234. Pioneering Investigators 2023.

x

(58) Synthesis of Functionalised Isochromans: Epoxides as Aldehyde Surrogates in Hexafluoroisopropanol

Muller, C.; Horký, F.; Vayer, M.; Golushko, A.; Lebœuf, D.*; Moran, J.* Chem. Sci. 2023, 14, 2983-2989 (Open Access).

x

(57) Synthesis of Unprotected β-Arylethylamines by Iron(II)-Catalyzed 1,2-Arylamination of Alkenes in Hexafluoroisopropanol

Pozhydaiev, V.; Vayer, M.; Fave, C.; Moran, J.*; Lebœuf, D.* Angew. Chem. Int. Ed. 2023, 62, e202215257 (Open Access).

x

(56) The Rational Design of Reducing Organophotoredox Catalysts Unlocks Proton-Coupled Electron-Transfer and Atom Transfer Radical Polymerization Mechanisms

Bortolato, T.; Simionato, G.; Vayer, M.; Rosso, C.; Paoloni, L.; Benetti, E. M.; Sartorel, A.; Lebœuf, D.* ; Dell’Amico, L.* J. Am. Chem. Soc. 2023, 145, 1835-1846 (Open Access).

x

x

(55) Leveraging the Hydroarylation of α-(Trifluoromethyl)styrenes to Access Trifluoromethylated All-Carbon Quaternary Centers

Vayer, M.; Mayer, R. J.; Moran, J.;  Lebœuf, D.* ACS Catal. 2022, 12, 10995-11001.

x

(54) Hydroarylation of Enamides Enabled by HFIP via a Hexafluoroisopropyl Ether as Iminium Reservoir

Zeidan, N.; Bicic; S.; Mayer, R. J.; Lebœuf, D.*; Moran, J.* Chem. Sci. 2022, 13, 8436-8443. Highlighted in Synfacts.

x

(53) Rapid and Mild Metal-Free Reduction of Epoxides to Primary Alcohols Mediated by HFIP

Vayer, M.; Zhang, S.; Moran, J.*;  Lebœuf, D.* ACS Catal. 2022, 12, 3309-3316.

x

(52) Unlocking the Friedel-Crafts Arylation of Primary Aliphatic Alcohols and Epoxides Driven by Hexafluoroisopropanol

Zhang, S.; Vayer, M.; Noël, F.; Vukovic, V. D.; Golushko, A.; Rezajooei, N.; Rowley, C. N.; Lebœuf, D.*; Moran, J.* Chem 2021, 7, 3425-3441 (Open Access). Highlighted in Synfacts and Synform.

x

(51) Sulfoxide-Controlled Stereoselective Aza-Piancatelli Reaction

Marin, L.; Jerhaoui, S.; Kolodziej, E.; Guillot, R.; Gandon, V.; Colobert, F.; Schulz, E.*; Wencel-Delord, J.*; Lebœuf, D.* Adv. Synth. Catal. 2021, 363, 4277-4282.

x

(50) Macrolactonization Reactions Driven by a Pentafluorobenzoyl Group 

Force, G.; Perfetto, A.; Mayer, R.  J.; Ciofini, I.*;  Lebœuf, D.* Angew. Chem. Int. Ed. 2021, 60, 19843-19851.

x

(49) DFT Analysis into the Calcium(II)-Catalyzed Coupling of Alcohols with Vinylboronic Acids: Cooperativity of Two Different Lewis Acids and Counterion Effects

Yang, S.; Bour, C.; Lebœuf, D.; Gandon, V.* J. Org. Chem. 2021, 86, 9134-9144.

x

(48) Modular Synthesis of 9,10-Dihydroacridines through an ortho-C Alkenylation/Hydroarylation Sequence Between Anilines and Aryl Alkynes in Hexafluoroisopropanol

Wang, S.; Force, G.; Carpentier, J.-F.; Sarazin, Y.; Bour, C.; Gandon, V.*; Lebœuf, D.* Org. Lett. 2021, 23, 2565-2570.

x

(47) Hexafluoroisopropanol-Promoted Haloamidation and Halolactonization of Unactivated Alkenes

Qi, C.; Force, G.; Gandon, V.*; Lebœuf, D.* Angew. Chem. Int. Ed. 2021, 60, 946-953.

x

(46) Exploiting Hexafluoroisopropanol (HFIP) in Lewis and Brønsted Acid-Catalyzed Reactions

Pozhydaiev, V.; Power, M.; Gandon, V.; Moran, J.*; Lebœuf, D.* Chem. Commun. 2020, 56, 11548-11564.

x

(45) Lewis Acid/Hexafluoroisopropanol: A Promoter System for Selective ortho-C-Alkylation of Anilines with Deactivated Styrenes and Unactivated Alkenes

Wang, S.; Force, G.; Guillot, R.; Carpentier, J.-F.; Sarazin, Y.; Bour, C.; Gandon, V.*; Lebœuf, D.* ACS Catal. 2020, 10, 10794-10802.

x

(44) Alkaline-Earth Complexes with Macrocyclic-Functionalised Bis(phenolate)s and Bis(fluoroalkoxide)s

Hammoud, J.; Abou-Khalil, F.; Roisnel, T.; Dorcet, V.; Bour, C.; Gandon, V.; Lebœuf, D.; Carpentier, J.-F.; Sarazin, Y.* Dalton Trans. 2020, 49, 13017-13028.

x

(43) Aza-Piancatelli Cyclization as a Platform for the Preparation of Scaffolds of Natural Compounds: Application to the Total Synthesis of Bruceolline D

Marin L.; Force, G.; Gandon, V.; Schulz, E.; Lebœuf, D.* Eur. J. Org. Chem. 2020, 5323-5328. Published as Part of the Collection YourJOCTalents 2020.

x

(42) Brønsted Acid and H-Bond Activation in Boronic Acid Catalysis

Zhang, S.; Lebœuf, D.; Moran, J.* Chem. Eur. J. 2020, 26, 9883-9888.

x

(41) Synthesis of Bridged Tetrahydrobenzo[b]azepines and Derivatives through an Aza-Piancatelli Cyclization/Michael Addition Sequence

Wang, S.; Guillot, R.; Carpentier, J.-F.; Sarazin, Y.; Bour, C.; Gandon, V.*; Lebœuf, D.* Angew. Chem. Int. Ed. 2020, 59, 1134-1138.

x

(40) Formal [8+3]-Annulation between Azaoxyallyl Cations and Tropones

Force, G.; Perot, A.; Guillot, R.; Gandon, V.*; Lebœuf, D.* Synthesis 2020, 52, 553-564. Published as part of the Bürgenstock Special Section 2019 Future Stars in Organic Chemistry.

x

(39) Calcium(II)- and Triflimide-Catalyzed Intramolecular Hydroacyloxylation of Unactivated Alkenes in Hexafluoroisopropanol

Qi, C.; Yang, S.; Gandon, V.*; Lebœuf, D.* Org. Lett. 2019, 21, 7405-7409.

x

(38) Photooxygenation of 2-Propargulfurans: a Path to Structurally Diverse Nitrogen-Containing 5-Membered Rings

Marin, L.; Force, G.; Guillot, R.; Gandon, V.; Schulz, E.; Lebœuf, D.* Chem. Commun. 2019, 55, 5443-5446.

x

(37) Calcium(II)-Catalyzed Intermolecular Hydroarylation of Deactivated Styrenes in Hexafluoroisopropanol

Qi, C.; Gandon, V.*; Lebœuf, D.* Angew. Chem. Int. Ed. 2018, 57, 14245-14249.

x

(36) Synthesis of Cyclopenta[b]piperazinones via an Azaoxyallyl Cation

Baldé, B.; Force, G.; Marin, L.; Guillot, R.; Schulz, E.; Gandon, V.*; Lebœuf, D.* Org. Lett. 2018, 20, 7405-7409.

x

(35) Boron Trifluoride-Mediated Trifluoromethylthiolation of N-Acyliminiums

Maury, J.; Force, G.; Darses, B.; Lebœuf, D.* Adv. Synth. Catal. 2018, 360, 2752-2756.

x

(34) Calcium(II)-Catalyzed Intra- and Intermolecular Hydroamidation of Unactivated Alkenes in Hexafluoroisopropanol

Qi, C.; Hasenmaile, F.; Gandon, V.*; Lebœuf, D.* ACS Catal. 2018, 8, 1734-1739.

x

(33) Approach to Pactamycin Analogues Using Rhodium(II)-Catalyzed Alkene Aziridination and C(sp3)-H Amination Reactions

Rodrigues, R.; Lazib, Y.; Maury, J.; Neuville, L.; Lebœuf, D.; Dauban, P.*; Darses, B.* Org. Chem. Front. 2018, 5, 948-953.

Graphical abstract: Approach to pactamycin analogues using rhodium(ii)-catalyzed alkene aziridination and C(sp3)–H amination reactions

x

(32) A Diversity-Oriented Synthesis of Cyclopenta[b]pyrroles and Related Compounds through a Calcium(II)/Copper(II) Catalytic Sequence

Marin, L.; Guillot, R.; Gandon, V.*; Schulz, E.*; Lebœuf, D.* Org. Chem. Front. 2018, 5, 640-647.

Graphical abstract: A diversity-oriented synthesis of cyclopenta[b]pyrroles and related compounds through a calcium(ii)/copper(ii) catalytic sequence

x

(31) Enantioselective Gold(I)-Catalyzed Rearrangement of Cyclopropyl-Substituted 1,6-Enynes into 2-Oxocyclobutylcyclopentanes

Wu, Z.; Lebœuf, D.; Retailleau, P.; Gandon, V.; Marinetti, A.; Voituriez, A.* Chem. Commun. 2017, 53, 7026-7029.

Graphical abstract: Enantioselective gold(i)-catalyzed rearrangement of cyclopropyl-substituted 1,6-enynes into 2-oxocyclobutyl-cyclopentanes

x

(30) Ca(II)-Catalyzed Alkenylation of N-Acyliminiums and Related Ions with Vinylboronic Acids

Qi, C.; Gandon, V.*; Lebœuf, D.* Adv. Synth. Catal. 2017, 359, 2671-2675.

x

(29) Carbon-Carbon and Carbon-Heteroatom Bond-Forming Transformations Catalyzed by Calcium(II) Triflimide

Lebœuf, D.*; Gandon, V.* Synthesis 2017, 49, 1500-1508.

https://www.thieme-connect.de/media/synthesis/201707/i_z0817_ga_10-1055_s-0036-1588406.gif

x

(28) Catalytic Activity of Au(I) Complexes with Hemilabile P,N-Ligands

Michelet, B., Lebœuf, D.; Bour, C.; Škoch, K.; Horký, F.; Štěpnička, P.; Gandon, V.* ChemPlusChem 2017, 82, 442-448.

x

(27) One-Pot Assembly of Highly Functionalized Cyclopenta[b]pyrroles via a Calcium(II)- and Copper(II)-Catalyzed Reaction Sequence

Marin, L.; Gandon, V.*; Schulz, E.*; Lebœuf, D.* Adv. Synth. Catal. 2017, 359, 1157-1163.

x

(26) Calcium-Catalyzed Synthesis of Polysubstituted 2-Alkenylfurans From β-Keto Esters Tethered to Propargyl Alcohols

Morcillo, S. P.; Lebœuf, D.; Bour, C.; Gandon, V.* Chem. Eur. J. 2016, 22, 16974-16978.

x

(25) Harnessing the Lewis Acidity of HFIP Through its Cooperation with a Calcium(II) Salt: Application to the aza-Piancatelli Reaction

Lebœuf, D.*; Marin, L.; Michelet, B.; Perez-Luna, A.; Guillot, R.; Schulz, E.; Gandon, V.* Chem. Eur. J. 2016, 22, 16165-16171.

x

(24) Calcium(II)-Catalyzed Alkenylation of Alcohols with Vinylboronic Acids

Lebœuf, D.; Presset, M.; Michelet, B.; Bour, C.; Bezzenine-Lafollée, S.; Gandon, V.* Chem. Eur. J. 2015, 21, 11001-11005.

x

(23) Calcium(II)-Catalyzed Aza-Piancatelli Reaction

Lebœuf, D.; Schulz, E.*; Gandon, V.* Org. Lett. 2014, 16, 6464-6468. 

x

Postdoctoral and Ph.D. work

(22) Intermolecular Reactions of Gold(I)-Carbenes with Furans by Related Mechanisms

Lebœuf, D.; Gaydou, M.; Wang, Y., Echavarren, A. M.* Org. Chem. Front. 2014, 1, 759-764.

(21) Gold(I)-Catalyzed Iodination of Arenes

Lebœuf, D.; Ciesielski, J.; Frontier, A. J.* Synlett 2014, 25, 399-402.

(20) Dissecting Anion Effects in Gold(I)-Catalyzed Intermolecular Cycloadditions

Homs, A.; Obradors, C.; Lebœuf, D.; Echavarren, A. M.* Adv. Synth. Catal. 2014, 356, 221-228.

(19) Access to the Protoilludane Core by Gold-Catalyzed Allene-Vinylcyclopropane Cycloisomerization

Pitaval, A.; Lebœuf, D.; Ceccon, J.; Echavarren, A. M.* Org. Lett. 2013, 15, 4580-4583.

(18) Gold(III) Chloride-Catalyzed 6-endo-trig Oxa-Michael Addition Reactions for Diastereoselective Synthesis of Fused Tetrahydropyranones

Ciesielski, J.; Lebœuf, D.; Stern, H. A.; Frontier, A. J.* Adv. Synth. Catal. 2013, 355, 2077-2082.

(17) Intermolecular Gold(I)-Catalyzed Cyclization of Furans with Alkynes: Formation of Phenols and Indenes

Huguet, N.; Lebœuf, D.; Echavarren, A. M.* Chem. Eur. J. 2013, 19, 6581-6585.

(16) Gold(I)-Catalyzed Macrocyclization of 1,n-Enynes

Obradors, C.; Lebœuf, D.; Aydin, J.; Echavarren, A. M.* Org. Lett. 2013, 15, 1576-1579. 

(15) Highly Enantioselective Rhodium-Catalyzed [2+2+2]-Cycloaddition of Diynes to Sulfonimines

Amatore, M.; Lebœuf, D.; Malacria, M.; Gandon, V.*; Aubert, C.* J. Am. Chem. Soc. 2013, 135, 4576-4579. Highlighted in Synfacts.

(14) Efficient Nazarov Cyclization/Wagner-Meerwein Rearrangement Terminated by a Cu(II)-Promoted Oxidation: Synthesis of 4-Alkylidene Cyclopentenones

Lebœuf, D.; Theiste, E.; Gandon, V.; Daifuku, S. L.; Neidig, M. L.; Frontier, A. J.* Chem. Eur. J. 2013, 19, 4842-4848.

(13) Reagent Control of [1,2]-Wagner-Meerwein Shift Chemoselectivity following Nazarov Cyclization: Application to the Total Synthesis of Enokipodin B

Lebœuf, D.; Wright, C. M.; Frontier, A. J.* Chem. Eur. J. 2013, 19, 4835-4841.

(12) Experimental and Theoretical Studies on the Nazarov Cyclization/Wagner-Meerwein Rearrangement Sequence

Lebœuf, D.; Gandon, V.*; Ciesielski, J.; Frontier, A. J.* J. Am. Chem. Soc. 2012, 134, 6296-6308. Highlighted in Synfacts.

(11) Using Nazarov Electrocyclization to Stage Chemoselective [1,2]-Migrations: Stereoselective Synthesis of Functionalized Cyclopentenones

Lebœuf, D.; Huang, J.; Gandon, V.; Frontier, A. J.* Angew. Chem. Int. Ed. 2011, 50, 10981-10985. Highlighted in Synfacts. 

(10) Au-Catalyzed 1,3-Acyloxy Migration/5-exo-dig Cyclization/1,5-Acyl Migration of Diynyl Esters

Lebœuf, D.; Simonneau, A.; Aubert, C.; Malacria, M.*; Gandon, V.*; Fensterbank, L.* Angew. Chem. Int. Ed. 2011, 50, 6868-6871.

(9) Understanding the Fate of the Oxyallyl Cation Following Nazarov Electrocyclization: Sequential Wagner-Meerwein Migrations and the Synthesis of Spirocyclic Cyclopentenones

Huang, J.; Lebœuf, D.; Frontier, A. J.* J. Am. Chem. Soc. 2011, 133, 6307-6317.

(8) Cobalt-Mediated Liner 2:1 Co-oligomerization of Alkynes with Enol Ethers to Give 1-Alkoxy-1,3,5-Trienes: A Missing Mode of Reactivity

Lebœuf, D.; Iannazzo, L.; Geny, A.; Malacria, M.; Vollhardt, K. P. C.; Aubert, C.*; Gandon, V.* Chem. Eur. J. 2010, 16, 8904-8913.

(7) Synthesis of Tricyclic Fused 3-Aminopyridines via Intramolecular Co(I)-Catalyzed [2+2+2] Cycloaddition between Ynamides, Nitriles, and Alkynes

Garcia, P.; Moulin, S.; Miclo, Y.; Lebœuf, D.; Gandon, V.; Aubert, C.*; Malacria, M.* Chem. Eur. J. 2009, 15, 2129-2139. 

(6) Cobalt(I)-Mediated Preparation of Polyborylated Cyclohexadienes: Scope, Limitations, and Mechanistic Insight

Geny, A.; Lebœuf, D.; Rouquié, G.; Vollhardt, K. P. C.; Malacria, M.; Gandon, V.*; Aubert, C.* Chem. Eur. J. 2007, 13, 5408-5425. 

(5) Molecular Bond Formation between Surfaces: Anchoring and Shearing Effects

Lebœuf, D.; Henry, N.* Langmuir 2006, 22, 127-133. 

(4) Chemo-, Regio-, and Stereoselective Cobalt-Mediated [2+2+2] Cycloaddition of Alkynyl Boronates to Alkenes: 1,3- and 1,4-Diboryl-1,3-Cyclohexadienes

Gandon, V.; Lebœuf, D.; Amslinger, S.; Vollhardt, K. P. C.; Malacria, M.; Aubert, C.* Angew. Chem. Int. Ed. 2005, 44, 7114-7118.

Book Chapters

(3) The Piancatelli Reaction

Marin, L.; Schulz, E.; Lebœuf, D.; Gandon, V. In Organic Reactions, 2020, Vol. 104, pp 499-613.

(2) Computational Studies on the Reactivity of Transition Metal Complexes with N-Heterocyclic Carbene Ligands

Lebœuf, D.; Gandon, V. In N-Heterocyclic Carbenes: From Laboratories Curiosities to Efficient Synthetic Tools, Diez-Gonzalez, S., Ed., RSC, 2017, 120-177.

Book cover

(1) Transition Metal-Mediated [2+2+2] Cycloaddition

Lebœuf, D.; Gandon, V.; Malacria, M. In Handbook of Cyclization Reactions, Ma, S., Ed., Wiley-VCH: Weinheim, 2009, Vol. 1, 367-406.