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Items: 1 to 50 of 57

1.

Asymmetric Electrophilic Difluoromethylthiolation of Indanone-Based β-Keto Esters Using Difluoromethanesulfonyl Hypervalent Iodonium Ylides.

Gondo S, Matsubara O, Chachignon H, Sumii Y, Cahard D, Shibata N.

Molecules. 2019 Jan 9;24(2). pii: E221. doi: 10.3390/molecules24020221.

2.

CF3SO2X (X = Na, Cl) as reagents for trifluoromethylation, trifluoromethylsulfenyl-, -sulfinyl- and -sulfonylation and chlorination. Part 2: Use of CF3SO2Cl.

Chachignon H, Guyon H, Cahard D.

Beilstein J Org Chem. 2017 Dec 19;13:2800-2818. doi: 10.3762/bjoc.13.273. eCollection 2017.

3.

CF3SO2X (X = Na, Cl) as reagents for trifluoromethylation, trifluoromethylsulfenyl-, -sulfinyl- and -sulfonylation. Part 1: Use of CF3SO2Na.

Guyon H, Chachignon H, Cahard D.

Beilstein J Org Chem. 2017 Dec 19;13:2764-2799. doi: 10.3762/bjoc.13.272. eCollection 2017.

4.

Telescoping Reactions with Trifluorodiazoethane-Derived Aza-Wittig Reagents and Allenyl esters.

Zhang FG, Zeng JL, Tian YQ, Zheng Y, Cahard D, Ma JA.

Chemistry. 2018 May 28;24(30):7749-7754. doi: 10.1002/chem.201801171. Epub 2018 May 3.

PMID:
29566280
5.

Nucleophilic Trifluoromethylthiolation of Cyclic Sulfamidates: Access to Chiral β- and γ-SCF3 Amines and α-Amino Esters.

Zeng JL, Chachignon H, Ma JA, Cahard D.

Org Lett. 2017 Apr 21;19(8):1974-1977. doi: 10.1021/acs.orglett.7b00501. Epub 2017 Apr 5.

PMID:
28379013
6.

Novel Use of CF3SO2Cl for the Metal-Free Electrophilic Trifluoromethylthiolation.

Chachignon H, Maeno M, Kondo H, Shibata N, Cahard D.

Org Lett. 2016 May 20;18(10):2467-70. doi: 10.1021/acs.orglett.6b01026. Epub 2016 Apr 28.

PMID:
27124113
7.

Stereoarrayed CF3 -Substituted 1,3-Diols by Dynamic Kinetic Resolution: Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation.

Cotman AE, Cahard D, Mohar B.

Angew Chem Int Ed Engl. 2016 Apr 18;55(17):5294-8. doi: 10.1002/anie.201600812. Epub 2016 Mar 22.

PMID:
27001134
8.

Enantiomerization of Allylic Trifluoromethyl Sulfoxides Studied by HPLC Analysis and DFT Calculations.

Bailly L, Petit E, Maeno M, Shibata N, Trapp O, Cardinael P, Chataigner I, Cahard D.

Chirality. 2016 Feb;28(2):136-42. doi: 10.1002/chir.22552. Epub 2015 Dec 21.

PMID:
26689286
9.

Trifluoromethyl sulfoxides from allylic alcohols and electrophilic SCF3 donor by [2,3]-sigmatropic rearrangement.

Maeno M, Shibata N, Cahard D.

Org Lett. 2015 Apr 17;17(8):1990-3. doi: 10.1021/acs.orglett.5b00750. Epub 2015 Apr 1.

PMID:
25831154
10.

Palladium(II)-catalyzed directed trifluoromethylthiolation of unactivated C(sp³)-H bonds.

Xiong HY, Besset T, Cahard D, Pannecoucke X.

J Org Chem. 2015 Apr 17;80(8):4204-12. doi: 10.1021/acs.joc.5b00505. Epub 2015 Mar 30.

PMID:
25791680
11.

Fluorine as a control element in asymmetric synthesis.

Bizet V, Cahard D.

Chimia (Aarau). 2014;68(6):378-81. doi: 10.2533/chimia.2014.378.

PMID:
25198748
12.

Rescue of fragile X syndrome phenotypes in Fmr1 KO mice by a BKCa channel opener molecule.

Hébert B, Pietropaolo S, Même S, Laudier B, Laugeray A, Doisne N, Quartier A, Lefeuvre S, Got L, Cahard D, Laumonnier F, Crusio WE, Pichon J, Menuet A, Perche O, Briault S.

Orphanet J Rare Dis. 2014 Aug 1;9:124. doi: 10.1186/s13023-014-0124-6.

13.

Recent progress in asymmetric fluorination and trifluoromethylation reactions.

Bizet V, Besset T, Ma JA, Cahard D.

Curr Top Med Chem. 2014;14(7):901-40. Review.

PMID:
24484424
14.

Regio- and diastereoselective Cu-mediated trifluoromethylation of functionalized alkenes.

Besset T, Cahard D, Pannecoucke X.

J Org Chem. 2014 Jan 3;79(1):413-8. doi: 10.1021/jo402385g. Epub 2013 Dec 10.

PMID:
24279496
15.

The influence of fluorine in asymmetric catalysis.

Cahard D, Bizet V.

Chem Soc Rev. 2014 Jan 7;43(1):135-47. doi: 10.1039/c3cs60193e. Epub 2013 Oct 25.

PMID:
24162874
16.

Fluorinated pseudopeptide analogues of the neuropeptide 26RFa: synthesis, biological, and structural studies.

Pierry C, Couve-Bonnaire S, Guilhaudis L, Neveu C, Marotte A, Lefranc B, Cahard D, Ségalas-Milazzo I, Leprince J, Pannecoucke X.

Chembiochem. 2013 Sep 2;14(13):1620-33. doi: 10.1002/cbic.201300325. Epub 2013 Aug 12.

PMID:
23940098
17.

Decarboxylative allylation of trifluoroethyl sulfones and approach to difluoromethyl compounds.

Shibata N, Fukushi K, Furukawa T, Suzuki S, Tokunaga E, Cahard D.

Org Lett. 2012 Oct 19;14(20):5366-9. doi: 10.1021/ol302589w. Epub 2012 Oct 10.

PMID:
23050610
18.

Chiral Brønsted acid-catalyzed diastereo- and enantioselective synthesis of CF3-substituted aziridines.

Chai Z, Bouillon JP, Cahard D.

Chem Commun (Camb). 2012 Oct 4;48(76):9471-3. doi: 10.1039/c2cc35246j.

PMID:
22899419
19.

Ruthenium-catalyzed redox isomerization of trifluoromethylated allylic alcohols: mechanistic evidence for an enantiospecific pathway.

Bizet V, Pannecoucke X, Renaud JL, Cahard D.

Angew Chem Int Ed Engl. 2012 Jun 25;51(26):6467-70. doi: 10.1002/anie.201200827. Epub 2012 May 15.

PMID:
22588851
20.

Tamed arene and heteroarene trifluoromethylation.

Besset T, Schneider C, Cahard D.

Angew Chem Int Ed Engl. 2012 May 21;51(21):5048-50. doi: 10.1002/anie.201201012. Epub 2012 Apr 4. No abstract available.

PMID:
22488902
21.

Synthesis of α-CF3-substituted carbonyl compounds with relative and absolute stereocontrol using electrophilic CF3-transfer reagents.

Matoušek V, Togni A, Bizet V, Cahard D.

Org Lett. 2011 Nov 4;13(21):5762-5. doi: 10.1021/ol2023328. Epub 2011 Oct 3.

PMID:
21962226
22.

Enantioselective base-free electrophilic amination of benzofuran-2(3H)-ones: catalysis by binol-derived P-spiro quaternary phosphonium salts.

Zhu CL, Zhang FG, Meng W, Nie J, Cahard D, Ma JA.

Angew Chem Int Ed Engl. 2011 Jun 20;50(26):5869-72. doi: 10.1002/anie.201100283. Epub 2011 May 10. No abstract available.

PMID:
21560209
23.

Synthesis of fluorinated pseudopeptides: metal mediated reversal of stereochemistry in diastereoselective addition of organometallic reagents to N-(tert-butanesulfinyl)-α-fluoroenimines.

Pierry C, Cahard D, Couve-Bonnaire S, Pannecoucke X.

Org Biomol Chem. 2011 Apr 7;9(7):2378-86. doi: 10.1039/c0ob00773k. Epub 2011 Feb 15.

PMID:
21327214
24.

Asymmetric construction of stereogenic carbon centers featuring a trifluoromethyl group from prochiral trifluoromethylated substrates.

Nie J, Guo HC, Cahard D, Ma JA.

Chem Rev. 2011 Feb 9;111(2):455-529. doi: 10.1021/cr100166a. Epub 2010 Nov 30. No abstract available.

PMID:
21117644
25.

Shelf-stable electrophilic trifluoromethylating reagents: A brief historical perspective.

Shibata N, Matsnev A, Cahard D.

Beilstein J Org Chem. 2010 Jun 16;6. pii: 65. doi: 10.3762/bjoc.6.65.

26.

Fluorine & chirality: how to create a nonracemic stereogenic carbon-fluorine centre?

Cahard D, Xu X, Couve-Bonnaire S, Pannecoucke X.

Chem Soc Rev. 2010 Feb;39(2):558-68. doi: 10.1039/b909566g. Epub 2009 Oct 16. Review.

PMID:
20111780
27.

Enantioselective electrophilic trifluoromethylation of beta-keto esters with Umemoto reagents induced by chiral nonracemic guanidines.

Noritake S, Shibata N, Nomura Y, Huang Y, Matsnev A, Nakamura S, Toru T, Cahard D.

Org Biomol Chem. 2009 Sep 7;7(17):3599-604. doi: 10.1039/b909641h. Epub 2009 Jul 10.

PMID:
19675918
28.

Update 1 of: Asymmetric fluorination, trifluoromethylation, and perfluoroalkylation reactions.

Ma JA, Cahard D.

Chem Rev. 2008 Sep;108(9):PR1-43. No abstract available.

PMID:
18798358
29.

Chiral dipeptide mimics possessing a fluoroolefin moiety: a relevant tool for conformational and medicinal studies.

Couve-Bonnaire S, Cahard D, Pannecoucke X.

Org Biomol Chem. 2007 Apr 21;5(8):1151-7. Epub 2007 Mar 19. Review.

PMID:
17406709
30.

Association of a functional deficit of the BKCa channel, a synaptic regulator of neuronal excitability, with autism and mental retardation.

Laumonnier F, Roger S, Guérin P, Molinari F, M'rad R, Cahard D, Belhadj A, Halayem M, Persico AM, Elia M, Romano V, Holbert S, Andres C, Chaabouni H, Colleaux L, Constant J, Le Guennec JY, Briault S.

Am J Psychiatry. 2006 Sep;163(9):1622-9.

PMID:
16946189
31.

Synthesis and cytotoxic activity of acronycine analogues in the benzo[c]pyrano[3,2-h]acridin-7-one and naphtho[1,2-b][1,7] and [1,10]-phenanthrolin-7(14H)-one series.

Bongui JB, Elomri A, Cahard D, Tillequin F, Pfeiffer B, Pierré A, Seguin E.

Chem Pharm Bull (Tokyo). 2005 Dec;53(12):1540-6.

33.

Asymmetric fluorination, trifluoromethylation, and perfluoroalkylation reactions.

Ma JA, Cahard D.

Chem Rev. 2004 Dec;104(12):6119-46. Review. No abstract available.

PMID:
15584697
34.

Towards perfect catalytic asymmetric synthesis: dual activation of the electrophile and the nucleophile.

Ma JA, Cahard D.

Angew Chem Int Ed Engl. 2004 Sep 6;43(35):4566-83.

PMID:
15352183
35.

Aryloxy phosphoramidate triesters as pro-tides.

Cahard D, McGuigan C, Balzarini J.

Mini Rev Med Chem. 2004 May;4(4):371-81. Review.

PMID:
15134540
37.

Enantioselective synthesis of BMS-204352 (MaxiPost) using N-fluoroammonium salts of cinchona alkaloids (F-CA-BF4).

Zoute L, Audouard C, Plaquevent JC, Cahard D.

Org Biomol Chem. 2003 Jun 7;1(11):1833-4.

PMID:
12945759
38.

New insights in the search for chiral Brønsted bases.

Plaquevent JC, Perrard T, Cahard D.

Chemistry. 2002 Aug 2;8(15):3300-7.

PMID:
12203310
39.

Electrophilic Fluorination Mediated by Cinchona Alkaloids: Highly Enantioselective Synthesis of α-Fluoro-α-phenylglycine Derivatives.

Mohar B, Baudoux J, Plaquevent JC, Cahard D.

Angew Chem Int Ed Engl. 2001 Nov 19;40(22):4214-4216. doi: 10.1002/1521-3773(20011119)40:22<4214::AID-ANIE4214>3.0.CO;2-B.

PMID:
29712084
40.

Synthesis and in vitro evaluation of novel anti-varicella-zoster virus (VZV) nucleosides.

Carangio A, McGuigan C, Cahard D, Andrei G, Snoeck R, De Clercq E, Balzarini J.

Nucleosides Nucleotides Nucleic Acids. 2001 Apr-Jul;20(4-7):653-6.

PMID:
11563084
41.
42.

A QSAR study investigating the effect of L-alanine ester variation on the anti-HIV activity of some phosphoramidate derivatives of d4T.

Knaggs MH, McGuigan C, Harris SA, Heshmati P, Cahard D, Gilbert IH, Balzarini J.

Bioorg Med Chem Lett. 2000 Sep 18;10(18):2075-8.

PMID:
10999474
43.

Activities of masked 2',3'-dideoxynucleoside monophosphate derivatives against human immunodeficiency virus in resting macrophages.

Aquaro S, Wedgwood O, Yarnold C, Cahard D, Pathinara R, McGuigan C, Calio' R, de Clercq E, Balzarini J, Perno CF.

Antimicrob Agents Chemother. 2000 Jan;44(1):173-7.

44.

Interactive computerized microscopy as a tool for quantifying vascular remodelling effects of diabetes and V1a receptor antagonist SR 49059 on rat mesenteric arterial bed.

Méchaly I, Krosniak M, Azay J, Cassanas G, Roque C, Cahard D, Serrano JJ, Cros G.

J Pharmacol Toxicol Methods. 1999 Apr-Jun;41(2-3):59-67.

PMID:
10598676
45.

Characterization of the activation pathway of phosphoramidate triester prodrugs of stavudine and zidovudine.

Saboulard D, Naesens L, Cahard D, Salgado A, Pathirana R, Velazquez S, McGuigan C, De Clercq E, Balzarini J.

Mol Pharmacol. 1999 Oct;56(4):693-704.

PMID:
10496951
46.

Lactate cannot substitute for alanine in d4T-based anti-HIV nucleotide prodrugs--despite efficient esterase-mediated hydrolysis.

McGuigan C, Cahard D, Ballatore C, Siddiqui A, De Clercq E, Balzarini J.

Bioorg Med Chem Lett. 1998 Nov 3;8(21):2949-54.

PMID:
9873653
47.

Synthesis, anti-human immunodeficiency virus activity and esterase lability of some novel carboxylic ester-modified phosphoramidate derivatives of stavudine (d4T).

McGuigan C, Sutton PW, Cahard D, Turner K, O'Leary G, Wang Y, Gumbleton M, De Clercq E, Balzarini J.

Antivir Chem Chemother. 1998 Nov;9(6):473-9.

PMID:
9865385
48.

Metabolism and anti-HIV activity of phosphoramidate derivatives of D4T-MP with variations in the amino acid moiety.

Naesens L, Cahard D, Salgado A, Bidois L, De Clercq E, McGuigan C, Balzarini J.

Adv Exp Med Biol. 1998;431:753-7.

PMID:
9598164
49.

Marked inhibitory activity of masked aryloxy aminoacyl phosphoramidate derivatives of dideoxynucleoside analogues against visna virus infection.

Balzarini J, Cahard D, Wedgwood O, Salgado A, Velázquez S, Yarnold CJ, De Clercq E, McGuigan C, Thormar H.

J Acquir Immune Defic Syndr Hum Retrovirol. 1998 Apr 1;17(4):296-302.

PMID:
9525429
50.

Phosphoramidate derivatives of d4T as inhibitors of HIV: the effect of amino acid variation.

McGuigan C, Tsang HW, Cahard D, Turner K, Velazquez S, Salgado A, Bidois L, Naesens L, De Clercq E, Balzarini J.

Antiviral Res. 1997 Aug;35(3):195-204.

PMID:
9298759

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