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laurent Micouin

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MICOUIN Laurent CNRS Research Director first class, UMR 8601 Paris Descartes Laboratoire de Chimie et de Biochimie pharmacologiques et toxicologiques 45, rue des Saints Pères, 75006 Paris, France Phone + (33) 1 42 86 20 40, Fax + (33) 1 42 86 83 87 e-mail : laurent.micouin@parisdescartes.fr Born on March 6th 1968, Clermont Ferrand, France Academic and Professional Background : 2014- CNRS Research Director, first class (UMR 8601, University Paris Descartes) 2012-2014 CNRS Research Director, second class (UMR 8601, University Paris Descartes) 2005-2012 CNRS Research Director, second class (UMR 8638, University Paris Descartes) 2000-2005 CNRS Associate Scientist, first class (UMR 8638, University Paris Descartes) 2000 Habilitation, University Paris Descartes, Paris, France 1996-2000 CNRS Associate Scientist, second class (UMR 8638, University Paris Descartes) 1995- 1996 Post-Doctoral Fellow, University Marburg, Germany (with Prof. P.Knochel) 1992-1995 PhD in Chemistry, University Paris 5 (with Prof. J.-C. Quirion and Prof. H.-P. Husson) 1990-1992 Research Assistant, Institut Malardé, French Polynesia 1990 Master in Chemistry, University Paris 6 (With Prof. P. Cresson) 1990 Engineer in Chemistry, ENSCP (Chemistry National School), Paris. **Scientific Record:** 96 publications, 8 patents, book chapters, 1 book co-editor (Patai), 66 invited conferences or seminars **Scientific interests** \- Diversity-oriented synthesis of bioactive compounds or tools for biological investigations. \- New chemical methods for the fragment-based synthesis of RNA binders \- New synthetic methods for the preparation of organoaluminum reagents **Official capacities** 2019- 2016- 2015-2018 2012-2018 2011- 2013 2010- 2012 Director of UMR 8601 Member of the CNRS national Committee (section 16). CNRS Deputy director of UMR 8601 Head of the Doctoral School 563 MTCI "Medecines, Toxicology, Chemistry, Imaging), board member of several doctoral schools. CNRS Scientific Officer (chargé de mission), National Chemistry Institute, CNRS Deputy director of UMR 8638 **Honors and awards** 2007 Invited Professor (Puebla University, Mexico) 2005 French Chemical Society Acros prize 1996 Roussel (PhD) prize of Paris 5 University 1995 Alexander Von Humboldt post-doctoral fellowship

Publications

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Compact CPL emitters based on a [2.2]paracyclophane scaffold: recent developments and future perspectives

Simon Felder , Marie-Leonie Delcourt , Damian Contant , Rafael Rodríguez , Ludovic Favereau
Journal of Materials Chemistry C, 2023, 11, pp.2053-2062. ⟨10.1039/d2tc04885j⟩
Article dans une revue hal-04011240v1
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Light-Driven Reductive Cleavage of Sulfonamides Promoted by Thiourea Organophotosensitizers

Jules Brom , Antoine Maruani , Laurent Micouin , Erica Benedetti
Journal of Organic Chemistry, 2023, 88 (9), pp.5923-5935. ⟨10.1021/acs.joc.3c00296⟩
Article dans une revue hal-04267371v1
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Intramolecular Buchwald–Hartwig N -arylation of bicyclic hydrazines: practical access to spiro[indoline-2,3′-piperidines]

Claire Fleurisson , Nessrine Graidia , Yann Foricher , Erica Benedetti , Laurent Micouin
Organic & Biomolecular Chemistry, 2023, 21 (17), pp.3542-3546. ⟨10.1039/D3OB00406F⟩
Article dans une revue hal-04267385v1
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Planar Chiral Analogues of PRODAN Based on a [2.2]Paracyclophane Scaffold: Synthesis and Photophysical Studies

Simon Felder , Marie-Leonie Delcourt , Manon H. E. Bousquet , Denis Jacquemin , Rafael Rodriguez
Journal of Organic Chemistry, 2022, 87 (1), pp.147-158. ⟨10.1021/acs.joc.1c02071⟩
Article dans une revue hal-03512519v1
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Small-Molecule 3D Ligand for RNA Recognition: Tuning Selectivity through Scaffold Hopping

Simon Felder , Corinne Sagné , Erica Benedetti , Laurent Micouin
ACS Chemical Biology, 2022, 17 (11), pp.3069-3076. ⟨10.1021/acschembio.2c00171⟩
Article dans une revue hal-04035021v1
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Enantiopure planar chiral [2.2]paracyclophanes: Synthesis and applications in asymmetric organocatalysis

Simon Felder , Shiqi Wu , Jules Brom , Laurent Micouin , Erica Benedetti
Chirality, 2021, 33 (9), pp.506-527. ⟨10.1002/chir.23335⟩
Article dans une revue hal-03366196v1
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Para‐Functionalization of N‐Substituted 4‐amino[2.2]paracyclophanes by Regioselective Formylation

Simon Felder , Laurent Micouin , Erica Benedetti
European Journal of Organic Chemistry, 2021, pp.4015. ⟨10.1002/ejoc.202100288⟩
Article dans une revue hal-03297447v1
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Tuning the excited state properties of [2.2]paracyclophane-based antennas to ensure efficient sensitization of lanthanide ions or singlet oxygen generation

Shiqi Wu , Laura Abad Galán , Margaux Roux , François Riobé , Boris Le Guennic
Inorganic Chemistry, 2021, 60 (60), pp.21. ⟨10.1021/acs.inorgchem.1c01986⟩
Article dans une revue hal-03407500v1
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Revised structure of anthelvencin A and characterization of the anthelvencin biosynthetic gene cluster

Céline Aubry , Paolo Clerici , Claude Gerbaud , Laurent Micouin , Jean-Luc Pernodet
ACS chemical biology, 2020, ⟨10.1021/acschembio.9b00960⟩
Article dans une revue hal-02502312v1
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Cyclic cis-1,3-Diamines Derived from Bicyclic Hydrazines: Synthesis and Applications

Claire Fleurisson , Erica Benedetti , Laurent Micouin
Article dans une revue hal-03003668v1
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3D Coumarin Systems Based on [2.2]Paracyclophane Synthesis, Spectroscopic Characterization, and Chiroptical Properties

Marie-Leonie Delcourt , Corentin Reynaud , Serge Turcaud , Ludovic Favereau , Jeanne Crassous
Journal of Organic Chemistry, 2019, 84 (2), pp.888-899. ⟨10.1021/acs.joc.8b02773⟩
Article dans une revue hal-02049506v1
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Synthesis of Organometallic Compounds in Flow

Tuan Zhao , Laurent Micouin , Riccardo Piccardi
Helvetica Chimica Acta, 2019, 102 (11), ⟨10.1002/hlca.201900172⟩
Article dans une revue hal-02346965v1

Highly Enantioselective Asymmetric Transfer Hydrogenation: A Practical and Scalable Method To Efficiently Access Planar Chiral [2.2]Paracyclophanes

Marie-Leonie Delcourt , Simon Felder , Serge Turcaud , Corina Pollok , Christian Merten
Journal of Organic Chemistry, 2019, ⟨10.1021/acs.joc.9b00372⟩
Article dans une revue hal-02113386v1
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Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis -1,3-Diaminocyclohexitols

Aurélie Blond , Serge Turcaud , Thomas Lecourt , Laurent Micouin
ACS Omega, 2018, 3 (11), pp.15302-15307. ⟨10.1021/acsomega.8b02910⟩
Article dans une revue hal-02186751v1
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Highly Enantioselective Desymmetrization of Centrosymmetric pseudo - para -Diformyl[2.2]paracyclophane via Asymmetric Transfer Hydrogenation

Marie-Leonie Delcourt , Simon Felder , Erica Benedetti , Laurent Micouin
ACS Catalysis, 2018, 8 (7), pp.6612-6616. ⟨10.1021/acscatal.8b01872⟩
Article dans une revue hal-02113395v1
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Rapid and Effective Synthesis of α-Acyloxy-α-alkynyltrimethylsilanes

Tuan Zhao , Riccardo Piccardi , Laurent Micouin
Organic Letters, 2018, 20 (16), pp.5015-5018. ⟨10.1021/acs.orglett.8b02165⟩
Article dans une revue hal-02113392v1
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Synthesis and Reactivity of Mixed Dimethylalkynylaluminum Reagents

Riccardo Piccardi , Serge Turcaud , Erica Benedetti , Laurent Micouin
Synthesis: Journal of Synthetic Organic Chemistry, 2018, 51 (01), pp.97-106. ⟨10.1055/s-0037-1610392⟩
Article dans une revue hal-02113388v1
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Use of a redox probe for an electrochemical RNA–ligand binding assay in microliter droplets

Hélène Guyon , François Mavré , Marjorie Catala , Serge Turcaud , Franck Brachet
Chemical Communications, 2017, 53 (6), pp.1140-1143. ⟨10.1039/c6cc07785d⟩
Article dans une revue hal-02185366v1

Substitution of the Participating Group of Glycosyl Donors by a Halogen Atom: Influence on the Rearrangement of Transient Orthoesters Formed during Glycosylation Reactions

Antoine Joosten , Mélissa Boultadakis-Arapinis , V. Gandon , L. Micouin , Thomas Lecourt
Journal of Organic Chemistry, 2017, 82 (6), pp.3291-3297. ⟨10.1021/acs.joc.6b03088⟩
Article dans une revue hal-02046285v1
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Synthesis and photophysical studies of through-space conjugated [2.2]paracyclophane-based naphthalene fluorophores

E. Benedetti , M.-L. Delcourt , B. Gatin-Fraudet , S. Turcaud , L. Micouin
RSC Advances, 2017, 7 (80), pp.50472-50476. ⟨10.1039/C7RA10038H⟩
Article dans une revue hal-02113405v1
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Rhodium(II)-Alkynyl Carbenoids Insertion into Si–H bonds: An Entry to Propargylic Geminal Bis(silanes)

Thibaut Courant , Rahul Kumar , Serge Turcaud , Laurent Micouin
Organic Letters, 2016, 18 (19), pp.4818-4820. ⟨10.1021/acs.orglett.6b02264⟩
Article dans une revue hal-02186746v1

Continuous Flow Synthesis of Dimethylalkynylaluminum Reagents

Riccardo Piccardi , Anaïs Coffinet , Erica Benedetti , Serge Turcaud , Laurent Micouin
Synthesis: Journal of Synthetic Organic Chemistry, 2016, 48 (19), pp.3272-3278. ⟨10.1055/s-0035-1561484⟩
Article dans une revue hal-02134269v1

Monitoring of reversible boronic acid–diol interactions by fluorine NMR spectroscopy in aqueous media

Laura Iannazzo , Erica Benedetti , Marjorie Catala , Mélanie Etheve-Quelquejeu , Carine Tisné
Organic & Biomolecular Chemistry, 2015, 13 (33), pp.8817-8821. ⟨10.1039/c5ob01362c⟩
Article dans une revue hal-03544508v1

Electronic Effects in Carbene-Mediated C H Bond Functionalization: An Experimental and Theoretical Study

Mélissa Boultadakis-Arapinis , Vincent Gandon , Elise Prost , Laurent Micouin , Thomas Lecourt
Advanced Synthesis and Catalysis, 2014, 356 (11-12), pp.2493-2450. ⟨10.1002/adsc.201300984⟩
Article dans une revue hal-01141166v1
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The Reaction of Dimethylalkynylaluminum Reagents with Trimethylsilyldiazomethane: Original Reactivity Leading to New α-Silylated Alkynyl Hydrazones

Rahul Kumar , Serge Turcaud , Laurent Micouin
Organic Letters, 2014, 16 (23), pp.6192-6195. ⟨10.1021/ol503113d⟩
Article dans une revue hal-02185384v1

Carbene-Mediated Functionalization of the Anomeric C-H Bond of Carbohydrates: Scope and Limitations

Mélissa Boultadakis-Arapinis , Elise Prost , Vincent Gandon , Pascale Lemoine , Serge Turcaud
Chemistry - A European Journal, 2013, 19 (19), pp.6052-6066. ⟨10.1002/chem.201203725⟩
Article dans une revue hal-02185449v1
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Modular Access to N-Substituted cis -3,5-Diaminopiperidines

Aurélie Blond , Paul Dockerty , Raquel Alvarez , Serge Turcaud , Thomas Lecourt
Journal of Organic Chemistry, 2013, 78 (23), pp.12236-12242. ⟨10.1021/jo401994y⟩
Article dans une revue hal-02186757v1

Fragment-based design of small RNA binders: promising developments and contribution of NMR.

Roba Moumné , Marjorie Catala , Valéry Larue , Laurent Micouin , Carine Tisné
Biochimie, 2012, 94 (7), pp.1607-1619. ⟨10.1016/j.biochi.2012.02.002⟩
Article dans une revue hal-00692356v1

Investigation of RNA-Ligand Interactions by (19) F NMR Spectroscopy Using Fluorinated Probes.

Thomas Lombès , Roba Moumné , Valéry Larue , Elise Prost , Marjorie Catala
Angewandte Chemie International Edition, 2012, 51 (38), pp.9530-9534. ⟨10.1002/anie.201204083⟩
Article dans une revue hal-00724894v1

Rhodium(II) carbene-mediated modification of 2-deoxystreptamine surrogates

A. Blond, , Roba Moumné , G. Begis, , M. Pasco , Thomas Lecourt
Journal of Organic Chemistry, 2011, 52 (25), pp.3201-3203
Article dans une revue hal-00649113v1
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Direct Synthesis of Polysubstituted Aluminoisoxazoles and Pyrazoles by a Metalative Cyclization

Olivier Jackowski , Thomas Lecourt , Laurent Micouin
Organic Letters, 2011, 13 (20), pp.5664-5667. ⟨10.1021/ol202389u⟩
Article dans une revue hal-02185376v1
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Stereoselective Synthesis of Fluorinated 1,3- cis -Diaminocyclopentanes

Morgane Pasco , Roba Moumné , Thomas Lecourt , Laurent Micouin
Journal of Organic Chemistry, 2011, 76 (12), pp.5137-5142. ⟨10.1021/jo2001512⟩
Article dans une revue hal-02186896v1

Stereoselective synthesis of fluorinated 1,3-cis-diaminocyclopentanes.

Morgane Pasco , Roba Moumné , Thomas Lecourt , Laurent Micouin
Journal of Organic Chemistry, 2011, 76 (12), pp.5137-42. ⟨10.1021/jo2001512⟩
Article dans une revue hal-00649119v1
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Direct Synthesis of 1,4-Disubstituted-5-alumino-1,2,3-triazoles: Copper-Catalyzed Cycloaddition of Organic Azides and Mixed Aluminum Acetylides

Yuhan Zhou , Thomas Lecourt , Laurent Micouin
Angewandte Chemie International Edition, 2010, 49 (14), pp.2607-2610. ⟨10.1002/anie.200907016⟩
Article dans une revue hal-02185392v1

Fluorinated diaminocyclopentanes as chiral sensitive NMR probes of RNA structure.

Roba Moumné , Morgane Pasco , Elise Prost , Thomas Lecourt , Laurent Micouin
Journal of the American Chemical Society, 2010, 132 (38), pp.13111-3. ⟨10.1021/ja1037885⟩
Article dans une revue hal-00614591v1

Tether influence on the binding properties of tRNALys3 ligands designed by a fragment-based approach.

Roba Moumné , Valéry Larue , Bili Seijo , Thomas Lecourt , Laurent Micouin
Organic & Biomolecular Chemistry, 2010, 8 (5), pp.1154-9. ⟨10.1039/b921232a⟩
Article dans une revue hal-00596199v1
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Desymmetrization of meso-Bicyclic Hydrazines by Rhodium-Catalyzed Enantioselective Hydroformylation

Chloée Bournaud , Thomas Lecourt , Laurent Micouin , Catherine Méliet , Francine Agbossou-Niedercorn
European Journal of Organic Chemistry, 2008, 2008 (13), pp.2298-2302. ⟨10.1002/ejoc.200800116⟩
Article dans une revue hal-02185573v1
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NMR-Guided Fragment-Based Approach for the Design of AAC(6′)-Ib Ligands

Thomas Lombès , Guillaume Bégis , Frédérique Maurice , Serge Turcaud , Thomas Lecourt
ChemBioChem, 2008, 9 (9), pp.1368-1371. ⟨10.1002/cbic.200700677⟩
Article dans une revue hal-02185444v1
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NMR-guided fragment-based approach for the design of tRNA(Lys3) ligands.

Florence Chung , Carine Tisné , Thomas Lecourt , Frédéric Dardel , Laurent Micouin
Angewandte Chemie International Edition, 2007, 46 (24), pp.4489-91. ⟨10.1002/anie.200605201⟩
Article dans une revue hal-00218344v1
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Asymmetric 1,3-Dipolar Cycloadditions of Cyclic Stabilized Ylides Derived from Chiral 1,2-Amino Alcohols

Martine Bonin , Laurent Micouin , Ariane Chauveau
SYNLETT, 2006, 2006 (15), pp.2349-2363. ⟨10.1055/s-2006-949626⟩
Article dans une revue hal-02185347v1
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NMR identification of ligands of aminoglycoside resistance enzymes

Frédérique Maurice , Guillaume Bégis , Laurent Micouin , Frédéric Dardel
Comptes Rendus. Chimie, 2006, 9, pp.413-419
Article dans une revue hal-00021873v1

Synthesis and reactivity of mixed alkynylalanes by direct triethylamine-catalyzed alumination of terminal alkynes.

Christophe Feuvrie , Jérôme Blanchet , Martine Bonin , Laurent Micouin
Organic Letters, 2004, 6 (14), pp.2333-6. ⟨10.1021/ol049346v⟩
Article dans une revue hal-00909871v1
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Practical Asymmetric Synthesis of 1,2-Diamines in the 3-Aminoazepane Series

S. Cutri , A. Chiaroni , M. Bonin , L. Micouin , H.-P. Husson
Journal of Organic Chemistry, 2003, 68 (7), pp.2645-2651. ⟨10.1021/jo026711s⟩
Article dans une revue hal-02186903v1

Total Enantioselective Synthesis and In Vivo Biological Evaluation of a Novel Fluorescent BODIPY α-Galactosylceramide

Yen Vo-Hoang , Laurent Micouin , Catherine Ronet , Gabriel Gachelin , Martine Bonin
ChemBioChem, 2003, 4 (1), pp.27-33. ⟨10.1002/cbic.200390009⟩
Article dans une revue hal-03531886v1

Recent progress in the asymmetric synthesis of α-substituted propargylamines

Jerome Blanchet , M. Bonin , L. Micouin
Organic Preparations and Procedures International : The New Journal for Organic Synthesis, 2002, 34 (5), pp.467-492. ⟨10.1080/00304940209355765⟩
Article dans une revue hal-02328004v1
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Reversal of Enantioselectivity in the Asymmetric Rhodium- versus Iridium-Catalyzed Hydroboration of Meso Substrates

Alejandro Pérez Luna , Martine Bonin , Laurent Micouin , Henri-Philippe Husson
Journal of the American Chemical Society, 2002, 124 (41), pp.12098-12099. ⟨10.1021/ja026714m⟩
Article dans une revue hal-02185596v1
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Enantioselective Desymmetrization of Meso Bicyclic Hydrazines: A Novel Approach to the Asymmetric Synthesis of Polysubstituted Amino Cyclopentanic Cores

A. Pérez Luna , M.-A Ceschi , M. Bonin , L. Micouin , H.-P. Husson
Journal of Organic Chemistry, 2002, 67 (10), ⟨10.1021/jo011190e⟩
Article dans une revue hal-02186763v1
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Isomerization of Chiral Non-Racemic α-Substituted Propargylic Amines to Terminal Acetylenes

Jérôme Blanchet , Martine Bonin , Laurent Micouin , Henri-Philippe Husson
European Journal of Organic Chemistry, 2002, 2002 (15), pp.2598-2602. ⟨10.1002/1099-0690(200208)2002:15<2598::AID-EJOC2598>3.0.CO;2-V⟩
Article dans une revue hal-02185592v1

Asymmetric synthesis of β-pseudopeptides from chiral 3,4-aziridinolactams

Jordi Piró , Pilar Forns , Jérôme Blanchet , Martine Bonin , Laurent Micouin
Tetrahedron: Asymmetry, 2002, 13 (9), pp.995-1004. ⟨10.1016/S0957-4166(02)00221-5⟩
Article dans une revue hal-02328007v1

The Origin of Chemical and Configurational Stability of Chiral Nonracemic Tert-Butyl Aziridinecarboxylate Anions

Valérie Alezra , Martine Bonin , Laurent Micouin , Clotilde Policar , Henri-Philippe Husson
European Journal of Organic Chemistry, 2001, 2001 (13), pp.2589-2594. ⟨10.1002/1099-0690(200107)2001:13<2589::AID-EJOC2589>3.0.CO;2-Y⟩
Article dans une revue hal-02011971v1

Asymmetric synthesis of α-substituted propynyl amines. Application to the preparation of a polysubstituted dihydroisoindoline framework

Jérôme Blanchet , Martine Bonin , Laurent Micouin , Henri-Philippe Husson
Tetrahedron Letters, 2001, 42 (18), pp.3171-3173. ⟨10.1016/S0040-4039(01)00356-2⟩
Article dans une revue hal-02328009v1

Synthesis of enantiomerically pure alpha-substituted propargylic amines by reaction of organoaluminum reagents with oxazolidines.

J. Blanchet , M. Bonin , L. Micouin , H. P. Husson
Journal of Organic Chemistry, 2000, 65 (20), pp.6423-6
Article dans une revue hal-00909874v1

Synthesis of Enantiomerically Pure α-Substituted Propargylic Amines by Reaction of Organoaluminum Reagents with Oxazolidines

Jerome Blanchet , M. Bonin , L. Micouin , H.-P. Husson
Journal of Organic Chemistry, 2000, 65 (20), pp.6423-6426. ⟨10.1021/jo0003706⟩
Article dans une revue hal-02328014v1

[2,3]-Meisenheimer rearrangement of N-allyl phenylglycinol derivatives. NC versus CC chirality transfer

Jérôme Blanchet , Martine Bonin , Laurent Micouin , Henri-Philippe Husson
Tetrahedron Letters, 2000, 41 (43), pp.8279-8283. ⟨10.1016/S0040-4039(00)01460-X⟩
Article dans une revue hal-02328033v1

Diastereoselective alkynylation of chiral non-racemic oxazolidines with mixed organoaluminum compounds

Jérôme Blanchet , Martine Bonin , Angèle Chiaroni , Laurent Micouin , Claude Riche
Tetrahedron Letters, 1999, 40 (15), pp.2935-2938. ⟨10.1016/S0040-4039(99)00328-7⟩
Article dans une revue hal-02328037v1

The Chemistry of Alkynylaluminum Species

Riccardo Piccardi , Laurent Micouin , Olivier Jackowski
Marek, Ilan. PATAI'S Chemistry of Functional Groups, John Wiley & Sons, Ltd, pp.1--47, 2016, 978-0-470-68253-1. ⟨10.1002/9780470682531.pat0832⟩
Chapitre d'ouvrage hal-02891076v1

Carbon\textendashCarbon Bond Forming Reactions Mediated by Organozinc Reagents

Fabrice Chemla , Franck Ferreira , Olivier Jackowski , Laurent Micouin , Alejandro Perez-Luna
de Meijere, Armin and Bräse, Stefan and Oestreich, Martin. Metal-Catalyzed Cross-Coupling Reactions and More, Wiley-VCH Verlag GmbH & Co. KGaA, pp.279--364, 2014, 978-3-527-65558-8. ⟨10.1002/9783527655588.ch4⟩
Chapitre d'ouvrage hal-02891142v1

Carbon\textendashCarbon Bond-Forming Reactions Mediated by Organomagnesium Reagents

Fabrice Chemla , Franck Ferreira , Alejandro Perez-Luna , Laurent Micouin , Olivier Jackowski
de Meijere, Armin and Bräse, Stefan and Oestreich, Martin. Metal-Catalyzed Cross-Coupling Reactions and More, Wiley-VCH Verlag GmbH & Co. KGaA, pp.365--422, 2014, 978-3-527-65558-8. ⟨10.1002/9783527655588.ch5⟩
Chapitre d'ouvrage hal-02891143v1