School of Chemistry

Publications

72	PEGose-block-poly(lactic acid) nanoparticles for cargo delivery Masclef, J.-B.; Acs, E. M. N.; Koehnke, J.; Prunet J.*; Schmidt, B. V. K. J.* Macromol. 2024, 57, 6013-6023 [DOI: 10.1021/acs.macromol.4c00528]
71	Synthesis of PEG-Polycycloether Block Copolymers: Poloxamer Mimics Containing a Rigid Helical Block Masclef, J.-B.; Prunet J.*; Schmidt, B. V. K. J.* Adv. Sci. 2024, 11, 2310277 [DOI: 10.1002/advs.202310277]

70	Synthesis of the CDF ring system of hexacyclinic acid Audic, A.; Prunet J. Synthesis 2023, 2333-2342 [DOI: 10.1055/a-2022-1809]

 

69	Relay ring-closing metathesis strategies towards the synthesis of the ABC tricycle of Taxol Ojeda-Porras, A.; Aouzal, R.; Wilson, C.; Prunet J. Tetrahedron 2022, 106-107, 132630 [DOI: 10.1016/j.tet.2022.132630]
68	Calculations on the Ruthenium-Catalyzed Diene and Dienyne Ring-Closing Metathesis Reactions in the Synthesis of Taxol Derivatives Brooks, S.; Charlton, G.; Letort, A.; Prunet J.*; Bucher, G.* [DOI: 10.1021/acs.joc.1c01879] J. Org. Chem. 2021, 86, 13056-13070
67	Dramatic influence of ester steric hindrance on the diastereoselectivity of a Michael addition towards the synthesis of the ABC tricycle of hexacyclinic acid Audic, A.; Oriez, R.*; Prunet J.* Tetrahedron 2021, 79, 131843 [DOI: 0.1016/j.tet.2020.131843] Featured in Org. Chem. Highlights: Arrays of Stereogenic Centers
66	Isobenzofurans as Synthetic Intermediates: Synthesis and Biological Activity of 8-epi-(-)-Ajudazol B Adair, L.; Egan, B. A.; Pearson, C. M.; Lopez-Gonzalez, R.; Kuchar, M.; Mendoza-Mendoza, A.; Prunet; J.; Marquez, R. Eur. J. Org. Chem. 2020, 6661-6672 [DOI: 10.1002/ejoc.202001216]
65	An alternative approach to the synthesis of the three fragments of anachelin H Garzón-Posse, F.; Prunet J.; Gamba-Sánchez, D. Org. Biomol. Chem. 2020, 18, 2702-2715 [DOI: 10.1039/D0OB00315H]
64	Diastereoselective synthesis of trisubstituted olefins using a silicon-tether ring-closing metathesis strategy Wittmann, S.; Tiniakos, A. F.; Prunet J. Org. Biomol. Chem. 2020, 18, 2297-2306 [DOI: 10.1039/C9OB02563D]
63	Olefin Cross Metathesis as a Versatile Method for the Facile Functionalization of Porous Polymers. Altuna-Ruiz de Eguino, A.; Cormack, P. A. G.*; Prunet, J. * Org. Lett. 2020, 22, 2481-2485 [DOI: 10.1021/acs.orglett.0c00726]
62	Ti(II) and Rh(I) Complexes as Reagents toward a Thapsigargin Core Sanogo, Y.; Ben Othman, R.; Dhamberi, S.; Selkti, M.; Jeuken, A.; Prunet, J.; Férézou, J.-P.; Ardisson, J.; Lannou, M.-I.; Sorin, G. J. Org. Chem. 2019, 84, 5821-5830 [DOI: 10.1021/acs.joc.8b03249]
61	Novel Synthesis of Trisubstituted Olefins for the Preparation of the C16-C30 Fragment of Dolabelide C Tiniakos, A. F.; Wittmann, S.; Audic, A.; Prunet, J. Org. Lett. 2019, 21, 589-592 [DOI: 10.1021/acs.orglett.8b03552] Front cover of issue
60	Water-Compatible Synthesis of 2-Trifluoromethyl-1,3-Dioxanes Becerra-Figueroa, L.; Tiniakos, A. F.; Prunet, J.; Gamba-Sánchez, D. [DOI: 10.1002/ejoc.201801367] Eur. J. Org. Chem. 2018, 6929-6932

59	Synthesis of 1,3-Diols by (O)-Nucleophile Additions to Activated Alkenes Gamba-Sánchez, D.; Prunet, J. Synthesis 2018, 50, 3997-4007 [DOI: 10.1055/s-0037-1610248]
58	Functionalizable Stereocontrolled Cyclopolyethers by Ring-Closing Metathesis as Natural Polymer Mimics Alkattan, M.; Prunet, J.; Shaver, M. P. Angew. Chem. Int. Ed. 2018, 57, 12835-12839 [DOI: 10.1002/anie.201805113] VIP, back cover of issue
57	Tailoring Polyethers for Post-polymerization Functionalization by Cross Metathesis Morrison, S. D.; Liskamp, R. M. J.; Prunet, J. Org. Lett. 2018, 20, 2253-2256 [DOI: 10.1021/acs.orglett.8b00595]
56	Diastereoselective Synthesis of an Advanced Intermediate of Thapsigargin and Other 6,12-Guaianolides Using a RCEYM Strategy Jouanneau, M.; Bonepally, K. R.; Jeuken, A.; Tap, A.; Guillot, R.; Ardisson, J.; Férézou, J .-P.; Prunet, J. Org. Lett. 2018, 20, 2176-2180 [DOI: 10.1021/acs.orglett.8b00456]
55	An intramolecular oxa-Michael reaction on α,β-unsaturated α-amino-δ-hydroxycarboxylic acid esters. Synthesis of functionalized 1,3-dioxanes. Becerra-Figueroa, L.; Movilla, S.; Prunet J.; Miscione, G. P.; Gamba-Sánchez, D. Org. Biomol. Chem. 2018, 16, 1277-1286 [DOI: 10.1039/C7OB03066E]
54	Olefin cross metathesis and ring-closing metathesis in polymer chemistry Sinclair, F.; Alkattan, M.; Prunet, J.; Shaver, M. P. Polym. Chem. 2017, 8, 3385-3398 [DOI: 10.1039/c7py00340d] Front cover of issue
53	From acyclic to cyclic α-amino vinylphosphonates by using ring-closing metathesis Adler, P.; Fadel, A.; Prunet, J.; Rabasso, N. Org. Biomol. Chem. 2017, 15, 387-395 [DOI: 10.1039/c6ob02548j]
52	Diastereoselective synthesis of trifluoromethylated 1,3-dioxanes by intramolecular oxa-Michael reaction Becerra-Figueroa, L.; Brun, E.; Mathieson, M.; Farrugia, L. J.; Wilson, C.; Prunet, J.*; Gamba-Sánchez, D.* Org. Biomol. Chem. 2017, 15, 301-305 [DOI: 10.1039/C6OB02333A]
51	Study of Cascade Ring-Closing Metathesis Reactions en Route to an Advanced Intermediate of Taxol Letort, A.; Long, D.-L.; Prunet, J. J. Org. Chem. 2016, 81, 12318-12331 [DOI: 10.1021/acs.joc.6b02264]
50	Facile and efficient chemical functionalization of aliphatic polyesters by cross metathesis Fournier, L.; Robert, C.; Pourchet, S.; Gonzalez, A.; Williams, L.; Prunet, J.; Thomas, C. M. Polym. Chem. 2016, 7, 3700-3704 [DOI: 10.1039/c6py00664g]

 

49	Cascade Metathesis Reactions for the Synthesis of Taxane and Isotaxane Derivatives Ma, C.; Letort, A.; Aouzal, R.; Wilkes, A.; Maiti, G.; Farrugia, L. J.; Ricard, L.; Prunet, J. Chem. Eur. J. 2016, 22, 6891-6898 [DOI: 10.1002/chem.201600592]
48	Highly Efficient Synthesis of the Tricyclic Core of Taxol by Cascade Metathesis Letort, A.; Aouzal, R.; Ma, C.; Long, D.-L.; Prunet, J. Org. Lett. 2014, 16, 3300-3303 [DOI: 10.1021/ol501304j]
47	Model Studies for a Ring-Closing Metathesis Approach to the Bafilomycin Macrolactone Core from a 2,2-Dimethoxy Tetraenic Ester Precursor Chevalley, A.; Prunet, J.; Mauduit, M.; Férézou, J.-P. Eur. J. Org. Chem. 2013, 8265-8278 [DOI: 10.1002/ejoc.201300559]
46	A new oxa-Michael reaction and a gold-catalysed cyclisation en route to C-glycosides Redon, S.; Wierzbicki, M.; Prunet, J. Tetrahedron Lett. 2013, 54, 2089-2092 [DOI: 10.1016/j.tetlet.2013.02.022]
45	Enantioselective synthesis of a taxol C ring Ma, C.; Schiltz, S.; Prunet, J. Collect. Czech. Chem. Commun. 2011, 76, 1579-1594 [DOI: 10.1135/cccc2011039] Article on invitation
44	Progress in Metathesis Through Natural Product Synthesis Prunet, J. Eur. J. Org. Chem. 2011, 3634-3647 [DOI: 10.1002/ejoc.201100442]
43	Highly Demanding Cross Metathesis in the Synthesis of the C16-C30 Fragment of Dolabelide C Braun, M.-G.; Vincent, A.; Boumediene, M.; Prunet, J. J. Org. Chem. 2011, 76, 4921-4929 [DOI: 10.1021/jo200466t]
42	Synthesis of Modified Methyl Furanosides by Intramolecular Oxa-Michael Reaction followed by Pummerer Rearrangement Gamba-Sánchez, D.; Prunet, J. J. Org. Chem. 2010, 75, 3129-3132 [DOI: 10.1021/jo100241e]
41	A two-step synthesis of allylic syn 1,3-diols via an intramolecular oxa-Michael reaction followed by a modified Julia olefination Oriez, R.; Prunet, J. Tetrahedron Lett. 2010, 51, 256-258 [DOI: 10.1016/j.tetlet.2009.10.139]
40	Synthesis of functionalized Morita-Baylis-Hillman adducts by a conjugate addition-elimination sequence Aouzal, R.; Prunet, J. Org. Biomol. Chem. 2009, 7, 3594-3598 [DOI: 10.1039/b907373f]

 

39	Regio- and diastereoselective addition of allylic thioethers to aldehydes Gamba-Sánchez D.; Oriez, R.; Prunet, J. Tetrahedron Lett. 2009, 50, 883-885 [DOI: 10.1016/j.tetlet.2008.12.009]
38	Ring-Closing Metathesis in the Synthesis of BC Ring-Systems of Taxol Ma, C.; Schiltz, S.; Le Goff, X. F.; Prunet, J. Chem. Eur. J. 2008, 14, 7314-7323 [DOI: 10.1002/chem.200800774]
37	Dramatic Solvent Effect on the Diastereoselectivity of Michael Addition: Study towards the Synthesis of the ABC Ring-System of Hexacyclinic Acid Toueg, J.; Prunet, J. Org. Lett. 2008, 10, 45-48 [DOI: 10.1021/ol702566c]
36	Tandem Conjugate Addition-Elimination for the Diastereoselective Synthesis of 4E-alkenyl syn-1,3-diols Rotulo-Sims, D.; Prunet, J. Org. Lett. 2007, 9, 4147-4150 [DOI: 10.1021/ol701624y]
35	Synthesis of model BC bicycles of taxol using C10-C11 ring-closing metathesis strategy Schiltz, S.; Ma, C.; Ricard, L.; Prunet, J. J. Organomet. Chem. 2006, 691, 5438-5443 [DOI: 10.1016/j.jorganchem.2006.08.078] Article on invitation
34	α-EWG-Substituted Enones: Suitable Substrates for Ring-Closing Metathesis Toueg, J.; Prunet, J. Synlett 2006, , 2807-2811 [DOI: 10.1055/s-2006-950274]
33	Enantioselective Synthesis of the C1-C15 Fragment of Dolabelide C Vincent, A.; Prunet, J. Synlett 2006, 2269-2271 [DOI: 10.1055/s-2006-949614]
32	Selective hydrogenolysis of benzyl ethers in the presence of benzylidene acetals with Raney nickel Vincent, A.; Prunet, J. Tetrahedron Lett. 2006, 47, 4075-4077 [DOI: 10.1016/j.tetlet.2006.03.189]
31	Application of Olefin Cross-Metathesis to the Synthesis of Biologically Active Natural Products Prunet, J.  Curr. Top. Med. Chem. 2005, 5, 1559-1577 [DOI: 10.2174/156802605775009801]
30	Reversal of facial selectivity in complex Diels-Alder reactions Funel, J.-A.; Ricard, L.; Prunet, J. Chem. Commun. 2005, 4833-4835 [DOI: 10.1039/b509041e]

 

29	Domino Metathesis Reactions for the Synthesis of Fused Tricyclic Frameworks Funel, J.-A.; Prunet, J. Synlett 2005, 235-238 [DOI: 10.1055/s-2004-837200]
28	Diastereocontrolled Synthesis of Highly Functionalized Spiroketals: Application to the Synthesis of a Precursor of the C-12-C-25 Fragment of Bafilomycin A1 Lopez, R.; Poupon, J.-C.; Prunet, J.*; Férézou, J.-P.*; Ricard, L. Synthesis 2005, 644-661 [DOI: 10.1055/s-2004-837294] Feature article
27	Enyne versus Diene RCM in the Synthesis of Cyclopentene Derivatives toward the A Ring of FR182877 Funel, J.-A.; Prunet, J. J. Org. Chem. 2004, 69, 4555-4558 [DOI: 10.1021/jo049557d]
26	Condensation of β-hydroxy sulfones and vinyl sulfones with aldehydes and ketones using phenyllithium as base Rotulo-Sims, D.; Grimaud, L.; Prunet, J. C. R. Chim. 2004, 7, 941-944 [DOI: 10.1016/j.crci.2004.02.014] Article on invitation
25	Enantioselective Synthesis of the C1-C11 Fragment of Bafilomycin A1 Using Non-Wittig and Desymmetrization Strategies Poupon, J.-C.; Demont, E.; Prunet, J.; Férézou, J.-P. J. Org. Chem. 2003, 4700-4707 [DOI: 10.1021/jo034018e]
24	Recent Methods for the Synthesis of (E)-Alkene Units in Macrocyclic Natural Products Prunet, J. Angew. Chem. Int. Ed. 2003, 42, 2826-2830 [DOI: 10.1002/anie.200301628]
23	A New, Simple, and Selective Palladium-Catalyzed Cleavage of Triethylsilyl Ethers Rotulo-Sims, D.; Prunet, J. Org. Lett. 2002, 4, 4701-4704 [DOI: 10.1021/ol0271382]
22	Synthesis of protected syn 1,3-diols by intramolecular conjugate addition to vinyl sulfones Grimaud, L.; Rotulo, D.; Ros-Perez, R.; Guitry-Azam, L.; Prunet, J. Tetrahedron Lett. 2002, 43, 7477-7479 [DOI: 10.1016/S0040-4039(02)01796-3]
21	Diastereoselective Synthesis of Protected syn 1,3-Diols: Preparation of the C16-C24 Portion of Dolabelides Grimaud, L.; de Mesmay, R.; Prunet, J. Org. Lett. 2002, 4, 419-421 [DOI: 10.1021/ol017122w]
20	Hydroxy-Directed Diastereoselective Installation of a Methyl Group on Indalone Models and Spiroketal Potential Precursors for Bafilomycin A1 C15-C25 Sub-Unit Poupon, J.-C.; Lopez, R.; Prunet, J.; Férézou, J.-P. J. Org. Chem. 2002, 67, 2118-2124 [DOI: 10.1021/jo016231l]

 

19	13C NMR Analysis as a Useful Tool for Structural Assignment of Vinyl- and Dienyltin Derivatives Betzer, J.-F.; Le Ménez, P.; Prunet, J.; Brion, J.-D.; Ardisson, J.; Pancrazi, A. Synlett 2002, 1-15  [DOI: 10.1055/s-2002-19316]
18	The Cl2(PCy3)(IMes)Ru(=CHPh) Catalyst: Olefin Metathesis vs Olefin Isomerization Bourgeois, D.; Pancrazi, A.; Nolan, S. P.*; Prunet, J.* J. Organomet. Chem. 2002, 643-644, 247-252 [DOI: 10.1016/S0022-328X(01)01269-4] Article on invitation
17	2-Acetonyl-2,4-di(hydroxy)tetrahydropyrans versus γ-Pyrones, a Chemodivergent Issue for the Condensation of Acetylacetone Dianion Equivalents with α,β-Disubstituted β-Hydroxyaldehydes Leading to Potential New Synthons for Spiroketals Henryon, V.; Liu, L. W.; Lopez, R.; Prunet, J., Férézou, J.-P. Synthesis 2001, 2401-2414 [DOI: 10.1055/s-2001-18717]
16	Alkyne Zip-Reaction in the Synthesis of a Taxoid C-Ring Bourgeois, D.; Prunet, J.; Pancrazi, A.; Prangé, T.; Lallemand, J.-Y. Eur. J. Org. Chem. 2000, 4029-4036 [DOI: 10.1002/1099-0690(200012)2000:24<4029::AID-EJOC4029>3.0.CO;2-0]
15	Synthesis of BC Ring-Systems of Taxol by Ring-Closing Metathesis Bourgeois, D.; Mahuteau, J.; Pancrazi, A.; Nolan, S. P.*; Prunet, J.* Synthesis 2000, 869-882 [DOI: 10.1055/s-2000-6263] Article on invitation
14	Diastereoselective Additions of Nucleophiles to Hindered α-Trimethylsilyloxy Aldehydes Bourgeois, D.; Maiti, G.; Pancrazi, A.; Prunet, J. Synlett 2000, 323-326 [DOI: 10.1055/s-2000-6533]
13	Synthesis of Highly Functionalized Cyclooctenes by Ring-Closing Metathesis: Unexpected Formation of a trans Isomer Bourgeois, D.; Pancrazi, A.; Ricard, L.; Prunet, J. Angew. Chem. Int. Ed. 2000, 39, 725-728 [DOI: 10.1002/(SICI)1521-3773(20000218)39:4<725::AID-ANIE725>3.0.CO;2-I] VIP, frontispiece picture for the communication section
12	Diastereoselective Synthesis of a seco-Taxane Bourgeois, D. Lallemand, J.-Y.; Pancrazi, A.; Prunet, J. Synlett 1999, 1555-1558 [DOI: 10.1055/s-1999-2889]
11	Total Synthesis of Bryostatin 2 Evans, D. A.; Carter, P. H.; Carreira, E. M.; Charette, A. B.; Prunet, J. A.; Lautens, M. J. Am. Chem. Soc. 1999, 121, 7540-7552 [DOI: 10.1021/ja990860j]
10	First ligand-driven light-induced spin change at room temperature in a transition-metal molecular compound Boillot, M.-L.; Chantraine, S.; Zarembowitch, J.; Lallemand, J.-Y.; Prunet, J. New J. Chem. 1999, 23, 179-183 [DOI: 10.1039/a809504c]

 

9	Asymmetric Synthesis of Bryostatin 2 Evans, D. A.; Carter, P. H.; Carreira, E. M.; Prunet, J. A.; Charette, A. B.; Lautens, M. Angew. Chem. Int. Ed. 1998, 37, 2354-2359 [DOI: 10.1002/(SICI)1521-3773(19980918)37:17<2354::AID-ANIE2354>3.0.CO;2-9]
8	"Abnormal" eight-membered ring formation through SN2′ intramolecular Nozaki/Kishi reaction in a synthetic approach to a taxane precursor Muller, B.; Férézou, J.-P.; Lallemand, J.-Y.; Pancrazi, A.; Prunet, J.; Prangé, T.  Tetrahedron Lett. 1998, 39, 279-282 [DOI: 10.1016/S0040-4039(97)10512-3]
7	Radical Hydrostannylation, Pd(0)-Catalyzed Hydrostannylation, Stannylcupration of Propargyl Alcohols and Enynols: Regio- and Stereoselectivities Betzer, J.-F.; Delaloge, F.; Muller, B.; Pancrazi, A.; Prunet, J. J. Org. Chem. 1997, 62, 7768-7780 [DOI: 10.1021/jo9710339]
6	Diastereoselective intramolecular Diels-Alder reactions towards the synthesis of a taxol C-ring precursor Grimaud, L.; Férézou, J.-P.; Prunet, J.; Lallemand, J.-Y. Tetrahedron 1997, 53, 9253-9268 [DOI: 10.1016/S0040-4020(97)00606-6]
5	(E)-Bis-1,2-(tributylstannyl)ethylene as a staple in a synthetic approach to taxol Delaloge, F.; Prunet, J.; Pancrazi, A.; Lallemand, J.-Y. Tetrahedron Lett. 1997, 38, 237-240 [DOI: 10.1016/S0040-4039(96)02306-4]
4	Diastereoselective synthesis of a taxane precursor Muller, B.; Delaloge, F.; den Hartog, M.; Férézou J.-P.; Pancrazi, A.; Prunet, J.; Lallemand, J.-Y.; Neuman, A.; Prangé, T. Tetrahedron Lett. 1996, 37, 3313-3316 [DOI: 10.1016/0040-4039(96)00538-2]
3	Diastereoselective Synthesis of Protected syn 1,3-Diols by Base-Catalyzed Intramolecular Conjugate Addition of Hemiacetal-Derived Alkoxide Nucleophiles Evans, David A.; Gauchet-Prunet, J. A. J. Org. Chem. 1993, 58, 2446-2453 [DOI: 10.1021/jo00061a018]
2	Synthesis of 1,3-diol-synthons from epoxy aromatic precursors: An approach to the construction of polyacetate-derived natural products Evans, D. A.; Gauchet-Prunet, J. A.; Carreira, E. M.; Charette, A. B. J. Org. Chem. 1991, 56, 741-750 [DOI: 10.1021/jo00002a048]
1	Enantioselective Synthesis of the Spiroketal Unit of Milbemycins and 22,23-Dihydroavermectins Férézou, J. P.; Gauchet-Prunet, J.; Julia, M.; Pancrazi, A. Tetrahedron Lett. 1988, 29, 3667-3670 [DOI: 10.1016/S0040-4039(00)82149-8]