T. Brigaud

发表

Synthesis of an MIF-1 analogue containing enantiopure (S)-α-trifluoromethyl-proline and biological evaluation on nociception.

E. Dzhambazova, Ibtissem Jlalia, N. Lensen, 2013, European journal of medicinal chemistry.

Straightforward synthesis of enantiopure (R)- and (S)-trifluoroalaninol.

S. Marinković, T. Brigaud, Julien Pytkowicz, 2010, Organic & biomolecular chemistry.

Concise synthesis of enantiopure (S)- and (R)-α-trifluoromethyl aspartic acid and α-trifluoromethyl serine from chiral trifluoromethyl oxazolidines (Fox) via a Strecker-type reaction

N. Lensen, G. Chaume, T. Brigaud, 2011 .

Incorporation of Trifluoromethylated Proline and Surrogates into Peptides: Application to the Synthesis of Fluorinated Analogues of the Neuroprotective Glycine-Proline-Glutamate (GPE) Tripeptide.

N. Lensen, G. Chaume, T. Brigaud, 2016, The Journal of organic chemistry.

Synthesis of enantiopure α-Tfm-proline and α-Tfm-pipecolic acid from oxazolo-pyrrolidines and -piperidines.

N. Lensen, T. Brigaud, Clément A Sanchez, 2021, Organic & biomolecular chemistry.

Fluorine... and pi...alkali metal interactions control in the stereoselective amide enolate alkylation with fluorinated oxazolidines (Fox) as a chiral auxiliary: an experimental and theoretical study.

G. Sini, T. Brigaud, Julien Pytkowicz, 2008, Chemistry.

Probing the Outstanding Local Hydrophobicity Increases in Peptide Sequences Induced by Incorporation of Trifluoromethylated Amino Acids

V. Gasparik, T. Brigaud, Julien Pytkowicz, 2018, Chembiochem : a European journal of chemical biology.

Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the l-prolyl-l-leucyl glycinamide (PLG) tripeptide

J. García-Pindado, M. Teixidó, N. Lensen, 2018, RSC advances.

Synthesis of enantiopure trans-2,5-disubstituted trifluoromethylpyrrolidines and (2S,5R)-5-trifluoromethylproline.

G. Chaume, T. Brigaud, Julien Pytkowicz, 2015, The Journal of organic chemistry.

Crystallization-induced dynamic resolution of Fox chiral auxiliary and application to the diastereoselective electrophilic fluorination of amide enolates.

T. Brigaud, Julien Pytkowicz, Hodney Lubin, 2013, The Journal of organic chemistry.

First example of ring carbomer of 1,4-cyclohexadiene

R. Chauvin, Arnaud Rives, V. Maraval, 2015 .

Orthogonal 19 F-Labeling for Solid-State NMR Spectroscopy Reveals the Conformation and Orientation of Short Peptaibols in Membranes.

T. Kubař, A. Papini, S. Grage, 2018, Chemistry.

Highly diastereoselective alpha-hydroxylation of Fox chiral auxiliary-based amide enolates with molecular oxygen.

G. Chaume, T. Brigaud, Julien Pytkowicz, 2010, Organic letters.

Effects of Enantiopure (S)-a-Trifluoromethyl Proline Containing MIF-1`s Analogue on Stress-induced Analgesia

Ibtissem Jlalia, N. Lensen, G. Chaume, 2013 .

Highly diastereoselective addition of organometallic reagents to a trifluoroacetaldehyde hydrazone derived from (R)-N-benzylphenylglycinol

T. Brigaud, Julien Pytkowicz, Stéphane Fries, 2005 .

New and efficient approaches to the semisynthesis of taxol and its C-13 side chain analogs by means of β-lactam synthon method

I. Ojima, Chung‐Ming Sun, T. Brigaud, 1992 .

Lewis acid activation of chiral 2-trifluoromethyl-1,3-oxazolidines. Application to the stereoselective synthesis of trifluoromethylated amines, α- and β-amino acids

F. Huguenot, T. Brigaud, N. Lebouvier, 2002 .

Oxidative fluorination of sulfides in presence of Et3N.3HF

T. Brigaud, E. Laurent, 1990 .

2-Trifluoromethyl-2-methyl-4-phenyloxazolidine: A new chiral auxiliary for highly diastereoselective enolate alkylation ☆

T. Brigaud, Julien Pytkowicz, A. Tessier, 2012 .

Umpolung reactivity of difluoroenol silyl ethers with amines and amino alcohols. application to the synthesis of enantiopure alpha-difluoromethyl amines and amino acids.

F. Huguenot, T. Brigaud, C. Portella, 2008, The Journal of organic chemistry.

Mild Synthesis of β‐Amino‐α,α‐difluoro Ketones from Acylsilanes and Trifluoromethyltrimethylsilane in a One‐Pot Imino Aldol Reaction

T. Brigaud, S. Jonet, C. Portella, 2005 .

Reactions of difluoroenoxysilanes with glycosyl donors: synthesis of difluoro-C-glycosides and difluoro-C-disaccharides.

R. Plantier-Royon, O. Lefebvre, H. Berber, 2001, Chemistry.

Convergent synthesis of fluoro and gem-difluoro compounds using trifluoromethyltrimethylsilane

R. Plantier-Royon, O. Lefebvre, T. Brigaud, 2000 .

Mixed organofluorine-organosilicon chemistry. 10. Allylation and benzylation of difluoroenoxysilanes. Application to the synthesis of gem-difluoroterpene analogues

O. Lefebvre, T. Brigaud, C. Portella, 1999 .

Aldol Reactions of Acylsilanes and Difluoroenoxysilanes. Application to the Synthesis of 2-Fluoro-1,3-diketones

T. Brigaud, J. Bouillon, C. Portella, 1999 .

Synthesis of difluoroenoxysilanes from acylsilanes and trifluoromethyltrimethylsilane (TFMTMS). Dramatic effect of the catalytic fluoride source

T. Brigaud, C. Portella, P. Doussot, 1994 .

Straightforward synthesis of novel enantiopure α-trifluoromethylated azetidine 2-carboxylic acid and homoserines.

N. Lensen, T. Brigaud, Joyce Marais, 2015, Organic letters.

Convenient Asymmetric Synthesis of β-Trifluoromethyl-β-amino Acid, β-Amino Ketones, and γ-Amino Alcohols via Reformatsky and Mannich-Type Reactions from 2-Trifluoromethyl-1,3-oxazolidines

F. Huguenot, T. Brigaud, 2006 .

Synthesis of trifluoromethyl cyclohexyl, cyclohexenyl and aryl compounds via stepwise Robinson annulation.

T. Brigaud, C. Portella, A. Lebrun, 2011, Organic & biomolecular chemistry.

Radical Trifluoromethylation of a d-Mannose Derived Ketene Dithioacetal. Synthesis of 2-C-Trifluoromethyl Derivatives of d-glycero-d-galacto- and d-glycero-d-talo-Heptopyranose

T. Brigaud, C. Portella, G. Foulard, 1997 .

Asymmetric aldol reactions using chiral CF3-Oxazolidines (Fox) as chiral auxiliary

T. Brigaud, Julien Pytkowicz, A. Tessier, 2009 .

New and efficient routes to norstatine and its analogs with high enantiomeric purity by β-Lactam Synthon Method

I. Ojima, Chung‐Ming Sun, T. Brigaud, 1992 .

Stereoselective synthesis of 4-hydroxymethyl-1,3-oxazolidin-2-one derivatives from novel 2-hydroxymethylaziridines

Y. Arfaoui, T. Brigaud, Julien Pytkowicz, 2018, Synthetic Communications.

Iodocyclization of chiral CF3-allylmorpholinones: a versatile strategy for the synthesis of enantiopure alpha-Tfm-prolines and alpha-Tfm-dihydroxyprolines.

L. Ricard, G. Chaume, T. Brigaud, 2009, Organic letters.

Straightforward synthesis of (S)- and (R)-alpha-trifluoromethyl proline from chiral oxazolidines derived from ethyl trifluoropyruvate.

S. Marinković, G. Chaume, T. Brigaud, 2006, Organic letters.

Chiral 4-phenyl-2-trifluoromethyloxazolidine: a high-performance chiral auxiliary for the alkylation of amides.

T. Brigaud, Julien Pytkowicz, A. Tessier, 2006, Angewandte Chemie.

Mixed organofluorine-organosilicon chemistry. 13. One-pot synthesis of difluoroaldols from acylsilanes and trifluoromethyltrimethylsilane. application to the synthesis of a difluoro analogue of egomaketone.

O. Lefebvre, T. Brigaud, C. Portella, 2001, The Journal of organic chemistry.

Mixed organofluorine - organosilicon chemistry. 6. Synthesis of gem-difluoro-C-glycosides and C-disaccharides from acylsilanes and trifluoromethyltrimethylsilane. An exploratory study

R. Plantier-Royon, O. Lefebvre, T. Brigaud, 1996 .

Incorporation of CF3-pseudoprolines into peptides: a methodological study.

E. Miclet, N. Lensen, G. Chaume, 2013, The Journal of organic chemistry.

Conformational properties of peptides incorporating a fluorinated pseudoproline residue

E. Miclet, S. Lavielle, G. Chassaing, 2013 .

Synthesis of 2-trifluoromethyl-1,3-oxazolidines as hydrolytically stable pseudoprolines.

P. Lesot, G. Chaume, T. Brigaud, 2010, The Journal of organic chemistry.

Homochiral versus Heterochiral Trifluoromethylated Pseudoproline Containing Dipeptides: A Powerful Tool to Switch the Prolyl-Amide Bond Conformation.

E. Miclet, N. Lensen, G. Chaume, 2017, The Journal of organic chemistry.

Synthesis of protected enantiopure (R) and (S)-α-trifluoromethylalanine containing dipeptide building blocks ready to use for solid phase peptide synthesis

T. Brigaud, Julien Pytkowicz, E. Chelain, 2016, Amino Acids.

Convenient Synthesis of N‐Terminal Tfm‐Dipeptides from Unprotected Enantiopure α‐Tfm‐Proline and α‐Tfm‐Alanine

N. Lensen, G. Chaume, T. Brigaud, 2009 .

Mixed organofluorine-organosilicon chemistry. 8. One-pot synthesis of 2,2-difluoro-1,5 diketones from acylsilanes, trifluoromethyltrimethylsilane and enones, and their annulation reaction

O. Lefebvre, T. Brigaud, C. Portella, 1998 .

Formation and properties of Langmuir and Gibbs monolayers: a comparative study using hydrogenated and partially fluorinated amphiphilic derivatives of mannitol.

E. Rogalska, R. Bilewicz, M. Stébé, 2000, Chemistry and physics of lipids.

Highly diastereoselective synthesis of enantiopure β-trifluoromethyl β-amino alcohols from chiral trifluoromethyl oxazolidines (Fox).

T. Brigaud, J. Simon, E. Chelain, 2012, Organic letters.

Synthesis of protected enantiopure (R) and (S)-α-trifluoromethylalanine containing dipeptide building blocks ready to use for solid phase peptide synthesis

T. Brigaud, Julien Pytkowicz, E. Chelain, 2016, Amino Acids.

(R)‐α‐trifluoromethylalanine containing short peptide in the inhibition of amyloid peptide fibrillation

O. Lequin, L. Caillon, V. Gasparik, 2015, Biopolymers.

Concise synthesis of enantiopure alpha-trifluoromethyl alanines, diamines, and amino alcohols via the Strecker-type reaction.

F. Huguenot, T. Brigaud, 2006, The Journal of organic chemistry.

Highly diastereoselective synthetic route to enantiopure beta(2)-amino acids and gamma-amino alcohols using a fluorinated oxazolidine (Fox) as chiral auxiliary.

T. Brigaud, Julien Pytkowicz, A. Tessier, 2008, The Journal of organic chemistry.

Sequential radical perfluoroalkylation - nucleophilic cyclization. Synthesis of 2-perfluoroalkylidenemethyl and 2-perfluoroalkylmethyl-1,4-dioxanes from 1-O-allyl-1,2-diols

T. Brigaud, C. Portella, G. Foulard, 1996 .

Local control of the cis-trans isomerization and backbone dihedral angles in peptides using trifluoromethylated pseudoprolines.

Byung Jin Byun, Y. Kang, E. Miclet, 2012, The journal of physical chemistry. B.

C-10-Fluorinated derivatives of dihydroartemisinin: difluoromethylene ketones

B. Crousse, D. Bonnet-Delpon, J. Bégué, 2001 .

Tandem radical trifluoromethylation—nucleophilic cyclization of a glucose-derived ketene dithioacetal. Synthesis of 5-deoxy-5-C-trifluoromethyl-aldurono-6,3-lactones

T. Brigaud, C. Portella, G. Foulard, 1998 .

OXIDATIVE FLUORINATION OF SULFIDES IN PRESENCE OF Et3N,3HF

T. Brigaud, E. Laurent, A. Laurent, 1991 .

Tandem Radical Trifluoromethylation—Nucleophilic Cyclization of a Glucose-Derived Ketene Dithioacetal. Synthesis of 5-Deoxy-5-C-trifluoromethyl-aldurono-6,3-lactones.

T. Brigaud, C. Portella, G. Foulard, 1999 .

Fluorinated ketene dithioacetals: 3. A radical entry to α-perfluoroalkyl ketene dithioacetals Application to sugar derivatives

R. Plantier-Royon, T. Brigaud, C. Portella, 1994 .

Concise access to enantiopure (S)- and (R)-α-trifluoromethyl pyroglutamic acids from ethyl trifluoropyruvate-based chiral CF3-oxazolidines (Fox)

M. V. Severen, L. Ricard, G. Chaume, 2008 .

CF2H as a hydrogen bond donor group for the fine tuning of peptide bond geometry with difluoromethylated pseudoprolines.

E. Miclet, N. Lensen, G. Chaume, 2019, Chemical communications.

Tailored Approaches towards the Synthesis of l-S-(Trifluoromethyl)cysteine- and l-Trifluoromethionine-Containing Peptides

T. Brigaud, Julien Pytkowicz, Charlène Gadais, 2017 .

Trifluoromethylated Proline Surrogates as Part of “Pro–Pro” Turn‐Inducing Templates

Samuel L. C. Moors, D. Tourwé, K. Van Hecke, 2019, Chembiochem : a European journal of chemical biology.

New and Efficient Approaches to the Semisynthesis of Taxol and Its C‐ 13 Side Chain Analogues by Means of β‐Lactam Synthon Method.

I. Ojima, Chung‐Ming Sun, T. Brigaud, 1992 .

Inviting C5-Trifluoromethylated Pseudoprolines into Collagen Mimetic Peptides.

R. Marquant, Y. Jacquot, E. Miclet, 2023, Biomacromolecules.

Structural Behavior of the Peptaibol Harzianin HK VI in a DMPC Bilayer: Insights from MD Simulations.

T. Kubař, S. Grage, A. Ulrich, 2017, Biophysical journal.

Introducing the Chiral Constrained α-Trifluoromethylalanine in Aib foldamers to Control, Quantify and Assign the Helical Screw-Sense.

O. Lequin, K. Guitot, N. Lensen, 2021, Chemistry.

Difluoroalanine: Synthesis, Incorporation in Peptides, and Hydrophobic Contribution Assessment.

Khoubaib Ben Haj Salah, N. Lensen, T. Brigaud, 2023, Organic letters.

Trifluoromethylthiolation of Tryptophan and Tyrosine Derivatives: A Tool for Enhancing the Local Hydrophobicity of Peptides

J. Iskra, N. Lensen, G. Chaume, 2023, The Journal of organic chemistry.

Enantiopure α-Trifluoromethylated Aziridine-2-carboxylic Acid (α-TfmAzy): Synthesis and Peptide Coupling.

T. Brigaud, Julien Pytkowicz, J. Simon, 2020, Organic letters.

Synthesis of an MIF-1 analogue containing enantiopure (S)-α-trifluoromethyl-proline and biological evaluation on nociception.

E. Dzhambazova, Ibtissem Jlalia, N. Lensen, 2013, European journal of medicinal chemistry.

Asymmetric α-Fluoroalkyl-α-Amino Acids: Recent Advances in Their Synthesis and Applications

Pierre Milbeo, N. Lensen, G. Chaume, 2024, Molecules.

Local control of the cis-trans isomerization and backbone dihedral angles in peptides using trifluoromethylated pseudoprolines.

Byung Jin Byun, Y. Kang, S. Lavielle, 2012, Journal of Physical Chemistry B.

Fluorinated Peptide Hydrogels Result in Longer In Vivo Residence Time after Subcutaneous Administration.

N. Van den Brande, S. Ballet, N. Lensen, 2024, Biomacromolecules.