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Yves Blériot

Full Professor - IC2MP - University of Poitiers
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  • IdHAL yves-bleriot
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Publications

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Evaluation of nonnatural L-iminosugar C,C-glycosides, a new class of C-branched iminosugars, as glycosidase inhibitors

Jérôme Désiré , Zakaria Debbah , David Gueyrard , Jérôme Marrot , Yves Blériot
Carbohydrate Research, 2023, 532, pp.108903. ⟨10.1016/j.carres.2023.108903⟩
Journal articles hal-04542506v1
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Sugar-Derived Amidines and Congeners: Structures, Glycosidase Inhibition and Applications

Yves Blériot , Nicolas Auberger , Jérôme Désiré
Current Medicinal Chemistry, 2022, 29 (7), pp.1271-1292. ⟨10.2174/0929867329666211222164545⟩
Journal articles hal-04543430v1

Structural variation of the 3-acetamido-4,5,6-trihydroxyazepane iminosugar through epimerization and C -alkylation leads to low micromolar HexAB and NagZ inhibitors

J. Bouquet , N. Auberger , R. Ashmus , D. King , A. Bordes
Organic & Biomolecular Chemistry, 2022, 20 (3), pp.619-629. ⟨10.1039/d1ob02280f⟩
Journal articles hal-04526197v1
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Stereoselective Synthesis of 1- C -Diethylphosphonomethyl and -difluoromethyl Iminosugars from Sugar Lactams

Thanh Van Tran , Jérôme Désiré , Nicolas Auberger , Yves Blériot
Journal of Organic Chemistry, 2022, 87 (11), pp.7581-7585. ⟨10.1021/acs.joc.2c00835⟩
Journal articles hal-03953681v1
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Synthesis, conformational analysis and glycosidase inhibition of bicyclic nojirimycin C-glycosides based on an octahydrofuro[3,2-b]pyridine motif

Jérôme Désiré , Quentin Foucart , Ana Poveda , Gurvan Gourlaouen , Yuna Shimadate
Carbohydrate Research, 2022, 511, pp.108491. ⟨10.1016/j.carres.2021.108491⟩
Journal articles hal-04542825v1
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Stereoselective Access to Iminosugar C, C-Glycosides from 6-Azidoketopyranoses

Zakaria Debbah , Jérôme C. Marrot , Nicolas Auberger , Jérôme Désiré , Yves Blériot
Organic Letters, 2022, 24 (25), pp.4542-4546. ⟨10.1021/acs.orglett.2c01560⟩
Journal articles hal-03775104v1
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Insight into the Ferrier rearrangement by combining flash chemistry and superacids

Naresh Bhuma , Ludivine Lebedel , Hiroki Yamashita , Yutaka Shimizu , Zahra Abada
Angewandte Chemie International Edition, 2021, 60 (4), pp.2036-2041. ⟨10.1002/anie.202010175⟩
Journal articles hal-03007376v1

Contributing to the Study of Enzymatic and Chemical Glycosyl Transfer Through the Observation and Mimicry of Glycosyl Cations

Yves Blériot
Synthesis: Journal of Synthetic Organic Chemistry, 2021, 53 (05), pp.904-924. ⟨10.1055/s-0040-1706073⟩
Journal articles hal-04542796v1
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Iminosugar-C-glycosides work as pharmacological chaperones of NAGLU, a glycosidase involved in MPS IIIB rare disease

Sha Zhu , Yerri Jagadeesh , Anh Tuan Tran , Alisdair Boraston , Dominic S Alonzi
Chemistry - A European Journal, 2021, ⟨10.1002/chem.202101408⟩
Journal articles hal-03256952v1
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Synthesis and chelation study of a fluoroionophore and a glycopeptide based on an aza crown iminosugar structure

Alexandra Bordes , Ana Poveda , Nathalie Fontelle , Ana Ardá , Jérôme Guillard
Carbohydrate Research, 2021, 501, pp.108258. ⟨10.1016/j.carres.2021.108258⟩
Journal articles hal-04336072v1
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Glycosyl Oxocarbenium Ions: Structure, Conformation, Reactivity, and Interactions

Antonio Franconetti , Ana Ardá , Juan Luis Asensio , Yves Blériot , Sébastien Thibaudeau
Accounts of Chemical Research, 2021, 54 (11), pp.2552-2564. ⟨10.1021/acs.accounts.1c00021⟩
Journal articles hal-04542812v1
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Synthesis, Conformational Analysis, and Complexation Study of an Iminosugar-Aza-Crown, a Sweet Chiral Cyclam Analog

Alexandra Bordes , Ana Poveda , Thibault Troadec , Antonio Franconetti , Ana Arda
Organic Letters, 2020, 22 (6), pp.2344-2349. ⟨10.1021/acs.orglett.0c00503⟩
Journal articles hal-02504835v1
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Lewis acid-catalysed nucleophilic opening of a bicyclic hemiaminal followed by ring contraction: Access to functionalized L-idonojirimycin derivatives

Nicolas Auberger , Benjamin Onfroy , Nathalie Fontelle , Quentin Foucart , Yves Bleriot
Carbohydrate Research, 2019, 472, pp.65-71. ⟨10.1016/j.carres.2018.11.008⟩
Journal articles hal-02180492v1
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Bi(OTf) 3 -mediated intramolecular epoxide opening for bicyclic azepane synthesis

Sha Zhu , Anh Tuan Tran , Yuki Hirokami , Geoffrey Gontard , Omar Khaled
Journal of Carbohydrate Chemistry, 2019, 38 (2), pp.139-149. ⟨10.1080/07328303.2019.1581887⟩
Journal articles hal-02181703v1

Site-Selective Debenzylation of C -Allyl Iminosugars Enables Their Stereocontroled Structure Diversification at the C-2 Position

Quentin Foucart , Jérôme Marrot , Jérôme Désiré , Yves Blériot
Organic Letters, 2019, 21 (12), pp.4821-4825. ⟨10.1021/acs.orglett.9b01712⟩
Journal articles hal-04418300v1

Synthesis and glycosidase inhibition of conformationally locked DNJ and DMJ derivatives exploiting a 2-oxo- C -allyl iminosugar

Quentin Foucart , Yuna Shimadate , Jérôme Marrot , Atsushi Kato , Jérôme Désiré
Organic & Biomolecular Chemistry, 2019, 17 (30), pp.7204-7214. ⟨10.1039/c9ob01402k⟩
Journal articles hal-04418307v1

Catalyst-free synthesis of alkylpolyglycosides induced by high-frequency ultrasound

Prince Amaniampong , Jean-Louis Clément , Didier Gigmes , Carmen Ortiz Mellet , José García fernández
ChemSusChem, 2018, 11 (16), pp.2673 - 2676. ⟨10.1002/cssc.201801137⟩
Journal articles hal-01937985v1

2-Acetamido-2-deoxy- l -iminosugar C -Alkyl and C -Aryl Glycosides: Synthesis and Glycosidase Inhibition

Balkis Eddhif , Justin Lange , Nadia Guignard , Yann Batonneau , Jonathan A. Clarhaut
European Journal of Organic Chemistry, 2018, 2018 (40), pp.5477-5488. ⟨10.1002/ejoc.201800678⟩
Journal articles hal-02172201v1
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Multivalency To Inhibit and Discriminate Hexosaminidases

Dimitri Alvarez-Dorta , Dustin King , Thibaut Legigan , Daisuke Ide , Isao Adachi
Chemistry - A European Journal, 2017, 23 (38), pp.9022 - 9025. ⟨10.1002/chem.201701756⟩
Journal articles hal-01744683v1
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Deciphering minimal antigenic epitopes associated with Burkholderia pseudomallei and Burkholderia mallei lipopolysaccharide O-antigens.

Marielle Tamigney Kenfack , Marcelina Mazur , Teerapat Nualnoi , Teresa L Shaffer , Abba Ngassimou
Nature Communications, 2017, 8 (1), pp.115. ⟨10.1038/s41467-017-00173-8⟩
Journal articles pasteur-01574599v1
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Conformational flexibility of the glycosidase NagZ allows it to bind structurally diverse inhibitors to suppress β-lactam antibiotic resistance

Grishma Vadlamani , Keith A Stubbs , Jerome Desire , Yves Blériot , David J. Vocadlo
Protein Science, 2017, 26 (6), pp.1161-1170. ⟨10.1002/pro.3166⟩
Journal articles hal-02176780v1
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Selective trihydroxylated azepane inhibitors of NagZ, a glycosidase involved in Pseudomonas aeruginosa resistance to β-lactam antibiotics

Jaufret Bouquet , Dustin King , G. Vadlamani , G. Benzie , Bogdan Iorga
Organic & Biomolecular Chemistry, 2017, 15 (21), pp.4609-4619. ⟨10.1039/C7OB00838D⟩
Journal articles hal-02176734v1

HF-Induced Intramolecular C -Arylation and C -Alkylation/Fluorination of 2-Aminoglycopyranoses

Nicolas Probst , Amélie Martin , Jérôme Désiré , Agnès Mingot , Jerome Marrot
Organic Letters, 2017, 19 (5), pp.1040 - 1043. ⟨10.1021/acs.orglett.7b00003⟩
Journal articles hal-01743477v1

In silico analyses of essential interactions of iminosugars with the Hex A active site and evaluation of their pharmacological chaperone effects for Tay–Sachs disease

Atsushi Kato , Izumi Nakagome , Shinpei Nakagawa , Kyoko Kinami , Isao Adachi
Organic & Biomolecular Chemistry, 2017, 15 (44), pp.9297-9304. ⟨10.1039/C7OB02281F⟩
Journal articles hal-02176719v1

Catching elusive glycosyl cations in a condensed phase with HF/SbF₅ superacid

A. Martin , A. Arda , J. Désiré , A. Martin-Mingot , N. Probst
Nature Chemistry, 2016, ⟨10.1038/nchem.2399⟩
Journal articles hal-01505628v1
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4'-Methoxyphenacyl-Assisted Synthesis of β-Kdo Glycosides

Marcelina Mazur , Barbara Barycza , Hanitra Andriamboavonjy , Serge Lavoie , Marielle Tamigney Kenfack
Journal of Organic Chemistry, 2016, 81 (22), pp.10585-10599. ⟨10.1021/acs.joc.6b01431⟩
Journal articles pasteur-01421190v1

γ-Aminoalcohol rearrangement applied to pentahydroxylated azepanes provides pyrrolidines epimeric to homoDMDP

Y. Jagadeesh , A. Tran , B. Luo , N. Auberger , J. Désiré
Organic & Biomolecular Chemistry, 2015, 13 (11), pp.3446-3456. ⟨10.1039/C5OB00050E⟩
Journal articles hal-04543396v1

Synthesis of the Tetrasaccharide Repeating Unit of the β-Kdo-Containing Exopolysaccharide from Burkholderia pseudomallei and B. cepacia Complex.

A. Laroussarie , B. Barycza , H. Andriamboavonjy , M. Tamigney Kenfack , Y. Bleriot
Journal of Organic Chemistry, 2015, 80 (20), pp.10386-10396. ⟨10.1021/acs.joc.5b01823⟩
Journal articles hal-01501820v1

Burkholderia pseudomallei Capsular Polysaccharide Recognition by a Monoclonal Antibody Reveals Key Details toward a Biodefense Vaccine and Diagnostics against Melioidosis

Roberta Marchetti , Michael J. Dillon , Mary N. Burtnick , Mark A. Hubbard , Marielle Tamigney Kenfack
ACS Chemical Biology, 2015, 10 pp.2295-2302. ⟨10.1021/acschembio.5b00502⟩
Journal articles hal-01359499v1

Conformational Plasticity in Glycomimetics: Fluorocarbamethyl-L-idopyranosides Mimic the Intrinsic Dynamic Behaviour of Natural Idose Rings

Luca Unione , Bixue Xu , Dolores Diaz , Sonsoles Martin-Santamaria , Ana Poveda
Chemistry - A European Journal, 2015, 21 pp.10513-10521. ⟨10.1002/chem.201501249⟩
Journal articles hal-01366322v1
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Synthesis of pyrrolidine-based analogues of 2-acetamidosugars as N-acetyl glucosaminidase inhibitors

Anh Tuan Tran , Bo Luo , Jagadeesh Yerri , Nicolas Auberger , Jérôme Désiré
Carbohydrate Research, 2015, 409, pp.56-62. ⟨10.1016/j.carres.2015.02.014⟩
Journal articles hal-01136039v1
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Synthetic deoxynojirimycin derivatives bearing a thiolated, fluorinated or unsaturated N-alkyl chain: identification of potent α-glucosidase and trehalase inhibitors as well as F508del-CFTR correctors.

V. Cendret , T. Legigan , A. Martin-Mingot , S. Thibaudeau , I. Adachi
Organic & Biomolecular Chemistry, 2015, 13 (43), pp.10734-10744. ⟨10.1039/c5ob01526j⟩
Journal articles hal-01500682v1

Synthesis of 1,2-trans-2-Acetamido-2-deoxyhomoiminosugars

Yves Blériot , Anh Tuan Tran , Giuseppe Prencipe , Jagadeesh Yerri , Nicolas Auberger
Organic Letters, 2014, 16 (21 ), pp.5516-5519. ⟨10.1021/ol502929h⟩
Journal articles hal-01315627v1
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Non-specific accumulation of glycosphingolipids in GNE myopathy

Katherine A. Patzel , Tal Yardeni , Erell Le Poëc-Celic , Petcharat Leoyklang , Heidi Dorward
Journal of Inherited Metabolic Disease, 2014, 37 (2), pp.297--308. ⟨10.1007/s10545-013-9655-6⟩
Journal articles hal-01707991v1

gem-Difluorocarbadisaccharides: Restoring the exo-Anomeric Effect

R. Xu , L. Unione , J. Sardinha , S. Wu , M. Etheve-Quelquejeu
Angewandte Chemie International Edition, 2014, 53, pp.9597 -9602. ⟨10.1002/anie.201405008⟩
Journal articles hal-01059984v1

Synthesis of 1,2-cis-Homoiminosugars Derived from GlcNAc and GalNAc Exploiting a β-Amino Alcohol Skeletal Rearrangement

Yves Blériot , Nicolas Auberger , Jagadeesh Yerri , Charles Gauthier , Giuseppe Prencipe
Organic Letters, 2014, 16 (21 ), pp.5512-5515. ⟨10.1021/ol502926f⟩
Journal articles hal-01315083v1
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Site-selective hexa-hetero-functionalization of alpha-cyclodextrin an archetypical C-6-symmetric concave cycle

Bo Wang , Elena Zaborova , Samuel Guieu , Marta Petrillo , Maxime Guitet,
Nature Communications, 2014, 5, pp.5354. ⟨10.1038/ncomms6354⟩
Journal articles hal-01324074v1

N- and C-alkylation of seven-membered iminosugars generates potent glucocerebrosidase inhibitors and F508del-CFTR correctors

J. Désiré , M. Mondon , N. Fontelle , S. Nakagawa , Y. Hirokami
Organic & Biomolecular Chemistry, 2014, 12 (44), pp.8977-8996. ⟨10.1039/c4ob00325j⟩
Journal articles hal-01311606v1

Novel imino sugar α-glucosidase inhibitors as antiviral compounds.

J. D. Howe , N. Smith , M. J.-R. Lee , N. Ardes-Guisot , B. Vauzeilles
Bioorganic and Medicinal Chemistry, 2013, 21 (16), pp.4831-8. ⟨10.1016/j.bmc.2013.03.014⟩
Journal articles hal-00856804v1

Skeletal rearrangement of seven-membered iminosugars: Synthesis of (−)-adenophorine, (−)-1-epi-adenophorine and derivatives and evaluation as glycosidase inhibitors

M. Mondon , Frédéric Lecornué , J. Guillard , S. Nakagawa , A. Kato
Bioorganic and Medicinal Chemistry, 2013, 21 (16), pp.4803-4812. ⟨10.1016/j.bmc.2013.03.035⟩
Journal articles hal-00937553v1

Unexpected Double Bank Shot of Diisobutylaluminium Hydride for Triple Functionalisation of -Cyclodextrin

E. Zaborova , M. Guitet , G. Prencipe , Y. Blériot , M. Ménand
Angewandte Chemie International Edition, 2013, 52, pp.639-644
Journal articles hal-00949280v1

Novel imino sugar α-glucosidase inhibitors as antiviral drugs

J.D. Howe , N. Smith , L.J. Marvin , N. Ardes-Guillot , J. Désiré
Bioorganic and Medicinal Chemistry, 2013, 21, pp.4831-4838. ⟨10.1016/j.bmc.2013.03.014⟩
Journal articles hal-00932306v1

Conformational Selection in Glycomimetics: Human Galectin-1 Only Recognizes syn-Psi-Type Conformations of beta-1,3-Linked Lactose and Its C-Glycosyl Derivative

P. Vidal , V. Roldos , M. Fernandez-Alonso , B. Vauzeilles , Y. Blériot
Chemistry - A European Journal, 2013, 19 (43), pp.14581-14590. ⟨10.1002/chem.201301244⟩
Journal articles hal-00989845v1

Selective trihydroxyazepane NagZ inhibitors increase sensitivity of Pseudomonas aeruginosa to beta-lactams

M. Mondon , S. Hur , G. Vadlamani , Paulo Rodrigues , P. Tsybina
Chemical Communications, 2013, 49 (93), pp.10983-10985. ⟨10.1039/c3cc46646a⟩
Journal articles hal-00968733v1

C-branched iminosugars: α-glucosidase inhibition by enantiomers of isoDMDP, isoDGDP, and isoDAB-L-isoDMDP compared to miglitol and miglustat.

Sarah F Jenkinson , Daniel Best , a Waldo Saville , James Mui , R Fernando Martínez
Journal of Organic Chemistry, 2013, 78 (15), pp.7380-97. ⟨10.1021/jo4005487⟩
Journal articles hal-00990546v1

Cyclodextrins selectively modified on both rims using an O-3-debenzylative post-functionalisation, a consequence of the Sorrento meeting

S. Guitet , S.A. de Beaumais , Y. Blériot , B. Vauzeilles , Y.M. Zhang
Carbohydrate Research, 2012, 356, pp.278-281. ⟨10.1016/j.carres.2011.12.002⟩
Journal articles hal-00824401v1

Conformational analysis of seven-membered 1-N-iminosugars by NMR and molecular modelling

J. Pérez-Castells , M. Fontanella , A. Arda , F.J. Canada , M. Sollogoub
New Journal of Chemistry, 2012, 36 (4), pp.1008-1013. ⟨10.1039/c2nj20967e⟩
Journal articles hal-00823367v1

Synthesis and conformational analysis of bicyclic mimics of alpha- and beta-D-glucopyranosides adopting the biologically relevant 2,5B conformation

L. Amorim , Farias Marcelo , J. Désiré , M. Sollogoub , J. Jimenez-Barbero
Carbohydrate Research, 2012, 361, pp.219-224. ⟨10.1016/j.carres.2012.07.005⟩
Journal articles hal-00834859v1

Access to l- and d-Iminosugar C-Glycosides from a d-gluco-Derived 6-Azidolactol Exploiting a Ring Isomerization/Alkylation Strategy.

Martine Mondon , Nathalie Fontelle , Jérôme Désiré , Frédéric Lecornué , Jérôme Guillard
Organic Letters, 2012, 14 (3), pp.870-3. ⟨10.1021/ol203385w⟩
Journal articles hal-00669930v1

Synthesis of gem-difluorocarbasugars by TIBAL induced rearrangement

J. Sardinha , A.P. Rauter , M. Sollogoub , Y. Blériot
Carbohydrate Chemistry : Proven Methods, 2012, 2, (14), pp.129-135
Journal articles hal-00912807v1

Synthesis of branched seven-membered 1-N-iminosugars and their evaluation as glycosidase inhibitors

H.Q. Li , Y.M. Zhang , S. Favre , P. Vogel , M. Sollogoub
Carbohydrate Research, 2012, 356, pp.110-114. ⟨10.1016/j.carres.2011.10.039⟩
Journal articles hal-00834946v1

Towards a stable noeuromycin analog with a D-manno configuration: Synthesis and glycosidase inhibition of D-manno-like tri- and tetrahydroxylated azepanes

J. Deschamp , M. Mondon , S. Nakagawa , S. Kato , D.S. Alonzi
Bioorganic and Medicinal Chemistry, 2012, 20 (2), pp.641-649. ⟨10.1016/j.bmc.2010.09.053⟩
Journal articles hal-00836749v1

Cavitand supported tetraphosphine: cyclodextrin offers a useful platform for Suzuki-Miyaura cross-coupling

E. Zaborova , J. Deschamp , S. Guieu , Y. Bleriot , G. Poli
Chemical Communications, 2011, 47 (32), pp.9206-9208. ⟨10.1039/c1cc12241j⟩
Journal articles hal-00705922v1

Selection of the biological activity of DNJ neoglycoconjugates through click length variation of the side chain.

Nicolas Ardes-Guisot , Dominic S Alonzi , Gabriele Reinkensmeier , Terry D Butters , Caroline Norez
Organic & Biomolecular Chemistry, 2011, 9 (15), pp.5373-5388. ⟨10.1039/c1ob05119a⟩
Journal articles hal-00608881v1

Cyclodextrin tetraplexes: first syntheses and potential as cross-linking agent

Thomas Lecourt , Y. Bleriot , R. Auzely-Velty , M. Sollogoub
Chemical Communications, 2010, pp.2238-2240
Journal articles hal-00499335v1

Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars

Daniel Best , Sarah F Jenkinson , Waldo A. Saville , Dominic S Alonzi , Mark R Wormald
Tetrahedron Letters, 2010, 51 (32), pp.4170-4174. ⟨10.1016/j.tetlet.2010.05.131⟩
Journal articles hal-00580537v1

Duplex of capped-cyclodextrins, synthesis and cross-linking behaviour with a biopolymer

O. Bistri-Aslanoff , Y. Bleriot , R. Auzely-Velty , M. Sollogoub
Organic & Biomolecular Chemistry, 2010, pp.3437-3443
Journal articles hal-00524349v1

Phenylenediamine catalysis of “click glycosylations” in water: practical and direct access to unprotected neoglycoconjugates

Aurélie Baron , Yves Blériot , Matthieu Sollogoub , Boris Vauzeilles
Organic & Biomolecular Chemistry, 2008, 6 (11), pp.1898. ⟨10.1039/B805528A⟩
Journal articles hal-04388056v1

Future alchemy: account of the ESYOP experiment

Philippe Compain , Valérie Desvergnes , Cyril Ollivier , Frédéric Robert , Franck Suzenet
Comptes Rendus. Chimie, 2006, 9, pp.127-140. ⟨10.1016/j.crci.2005.09.004⟩
Journal articles hal-00158010v1

Looking forward : a glance into the future of organic chemistry

Philippe Compain , Valérie Desvergnes , Cyril Ollivier , Frédéric Robert , Franck Suzenet
New Journal of Chemistry, 2006, 30 (6), pp.823-831. ⟨10.1039/B601837H⟩
Journal articles hal-00158370v1