Institut de Chimie Moléculaire et des Matériaux d'Orsay

Cyrille Kouklovsky

Professeur
Bât. 410MSMT – ICMMO
Université Paris-Sud
15, rue Georges Clémenceau
91405 Orsay Cedex
FRANCE

+33 1 69 15 73 91
cyrille.kouklovsky@u-psud.fr
https://orcid.org/0000-0001-5399-9469

CV

1986-1989 PhD, Université Paris-XI (Advisor: Y. Langlois)

1991-1994 Post-Doc Imperial College, London and University of Cambridge (Advisor: S.V. Ley)

1995-2003 CNRS Research Fellow, Université de Paris-Sud

2000 HDR Diploma, Université de Paris-Sud

2003- Professor of Organic Chemistry, Université de Paris-Sud

Research Responsabilities

2014- Leader of the MSMT Team

Scientific Responsabilities

2012-2015 Secretary of the Organic Chemistry Division of the French Chemical Society

2015-2018 President of the Organic Chemistry Division of the French Chemical Society

Teaching Responsabilities

2015- Coordinator of the 2nd year Master of Organic Chemistry at Université Paris-Saclay

 

Publications

Electrochemical Dearomative 2,3-Difunctionalization of Indoles. J. Wu, Y. Dou, R. Guillot, C. Kouklovsky, G. Vincent, J. Am. Chem. Soc., 2019, 141, 2832-2837.

Unexpected Dimerization of a Tripeptide Comprising a beta,gamma-Diaminoacid. C. Kouklovsky, V. Alezra, J.-P. Baltaze, J. Wan, E. Miclet, Journal of Peptide Science, 2018, 25, e3143

Memory of Chirality in a Flow-Based System: Enantioselective Synthesis of Quaternary α-Amino Acids Using Flow Microreactors. A. Mambrini, D. Gori, C. Kouklovsky, H. Kim, J.-I. Yoshida, V. Alezra, Eur. J. Org. Chem., 2018, 2018, 6754-6757

Oxidative Coupling of Enolates by Memory of Chirality: an Original Enantioselective Synthesis of Quaternary alpha-Amino Acid Derivatives. A. Mambrini, D. Gori, R. Guillot, C. Kouklovsky, V. Alezra, Chemical Communications, 2018, 54, 12742 - 12745

N-Iodosuccinimide-Mediated Oxidative Coupling of Indoles and Phenols: A Synthetic Study toward the Benzofuroindoline Moiety of Bipleiophylline. N. Denizot, R. Guillot, C. Kouklovsky, G. Vincent, Synthesis, 2018, 50, 4823-4828

Bioinspired Oxidative Cyclization of the Geissoschizine Skeleton for the Total Synthesis of (‐)‐17‐nor‐Excelsinidine. M. Jarret, A. Tap, C. Kouklovsky, E. Poupon, L. Evanno, G. Vincent, Angew. Chem. Int. Ed., 2018, 57, 12294-12298

Dearomative Diallylation of N-Acylindoles Mediated by FeCl3. J. Wu, R. K. Nandi, R. Guillot, C. Kouklovsky, G. Vincent, Org. Lett., 2018, 20, 1845-1848

Base mediated fragmentation of bicyclic dihydro-3,6-oxazines: transformation of nitroso Diels-Alder cycloadducts. R. Campagne, F. Schäkel, R. Guillot, V. Alezra, C. Kouklovsky, Org. Lett., 2018, 20, 1884-1887

β,γ-Diamino acids as building blocks for new analogues of Gramicidin S: synthesis and biological activity. Y. Wan, A. Stanovych, D. Gori, S. Zirah, C. Kouklovsky, V. Alezra, Eur. J. Med. Chem., 2018, 149, 122-128.

Divergent Oxidative Couplings between Indoles and 2,3-Dihydroxybenzoic Acid Derivatives for the Biomimetic Synthesis of Voacalgine A and Bipleiophylline. N. Denizot, D. Lachkar, C. Kouklovsky, E. Poupon, L. Evanno, G. Vincent, Synthesis, 2018, 50, 4229-4242

Constrained cyclic beta,gamma-diamino acids from glutamic acid: synthesis of both diastereomers and unexpected kinetic resolution. V. Alezra, Y. Wan, N. Auberger, S. Thétiot-Laurent, F. Bouillère, A. Zulauf, J. He, S. Courtiol-Legourd, R. Guillot, C. Kouklovsky, S. Cote Des Combes, C. Pacaud, I. Devillers, Eur. J. Org. Chem., 2018, 329-340

Triflic acid as an efficient Brønsted acid promoter for the Umpolung of N-Ac indoles in hydroarylation reactions. R. K. Nandi, A. Perez-Luna, D. Gori, R. Beaud, R. Guillot, C. Kouklovsky, V. Gandon, G. Vincent, Adv. Synth. Catal., 2018, 360, 161–172

Radical-Mediated Dearomatization of Indoles with Sulfinate Reagents for the Synthesis of Fluorinated Spirocyclic Indolines. D. Ryzhakov, M. Jarret, R. Guillot, C. Kouklovsky, G. Vincent, Org. Lett, 2017, 19, 6336-6339

Expedient Approach to α,β-Unsaturated δ-Lactones via a Catalytic Asymmetric [2+2] Cycloaddition. C. Kouklovsky, A. Rousseau, M. Buchotte, R. Guillot, G. Vincent, Eur. J. Org. Chem., 2017, 6804-6810

Frozen Chirality of Tertiary Aromatic Amides :Access to Enantioenriched Tertiary alpha-Amino Acid or Amino Alcohol without Chiral Reagent. T. T. Mai, B. Viswambharan, D. Gori, R. Guillot, J.-V. Naubron, C. Kouklovsky, V. Alezra, Chem. Eur. J., 2017, 23, 5787-5798

Revealing the Electrophilicity of N-Ac Indoles with FeCl3: a mechanistic study. R. Beaud, R. K. Nandi, A. Perez-Luna, R. Guillot, D. Gori, C. Kouklovsky, N. E. Ghermani, V. Gandon, G. Vincent, Chem. Commun., 2017, 53, 5834 - 5837

Evaluation of an NIS-Mediated Oxidative Cyclisation of Phenol-Containing N-Acyltryptamine Precursors towards Phalarine: Synthesis of 4′,5′-Dihydrospiro[indole-3,6′-[1,3]oxazine]s. T. Tomakinian, H. Abou Hamdan, N. Denizot, R. Guillot, J.-P. Baltaze, C. Kouklovsky, G. Vincent, Eur. J. Org. Chem., 2017, 19, 2757–2763

Unified biomimetic assembly of voacalgine A and bipleiophylline via divergent oxidative couplings. D. Lachkar, N. Denizot, G. Bernadat, K. Ahamada, M. A. Beniddir, V. Dumontet, J.-F. Gallard, R. Guillot, K. Leblanc, E. O. N'Nang, V. Turpin, C. Kouklovsky, E. Poupon, L. Evanno, G. Vincent, Nature Chemistry, 2017, 9, 793-798

Efficient synthesis of both diastereomers of β,γ-diamino acids from phenylalanine and tryptophan. N. Auberger, A. Stanovych, S. Thétiot-Laurent, R. Guillot, C. Kouklovsky, S. Cote Des Combes, C. Pacaud, I. Devillers, V. Alezra, Amino Acids, 2016, 48(9), 2237-2242

Synthesis of 3,3-Spiroindolines via FeCl3-Mediated Cyclization of Aryl- or Alkene-Containing 3-Substituted N-Ac Indoles. R. K. Nandi, R. Guillot, C. Kouklovsky, G. Vincent, Org. Lett., 2016, 18, 1716-1719

Synthesis of benzofuro[3,2-b]indoline amines via deamination-interrupted Fischer indolization and their unexpected reactivity towards nucleophiles. T. Tomakinian, R. Guillot, C. Kouklovsky, G. Vincent, Chem. Commun., 2016, 52, 5443-5446

Intermolecular dearomative C2-arylation of N-Ac indoles activated by FeCl3. R. K. Nandi, F. Ratsch, R. Beaud, R. Guillot, C. Kouklovsky, G. Vincent, Chem. Commun., 2016, 52, 5328-5331

Connecting Tyrosine and Tryptophan Units of Diazonamide A and Azonazine by a Diastereodivergent Arylative Dearomatization. N. Denizot, R. Guillot, C. Kouklovsky, G. Vincent, Chem. Eur. J., 2015, 21, 18953-18956

Synthesis of 3-arylated indolines from dearomatization of indoles. N. Denizot, T. Tomakinian, R. Beaud, C. Kouklovsky, G. Vincent, Tetrahedron Lett., 2015, 56, 4413-4429

Investigation of the Synthesis of Benzofuroindolines from N-Hydroxyindoles: An O-Arylation/[3,3]-Sigmatropic Rearrangement Sequence. T. Tomakinian, C. Kouklovsky, G. Vincent, Synlett, 2015, 1269-1275

The quest of an oxidative coupling of phenols and indoles towards benzofuroindolines: a two stage approach. R. Beaud, T. Tomakinian, N. Denizot, A. Pouilhès, C. Kouklovsky, G. Vincent, Synlett, 2015, 432-435

Mild Cleavage of N–O Bond of 3,6-Dihydro-1,2-oxazines by Condensation of Aldehydes in Aqueous Media. G. Galvani, R. Lett, C. Kouklovsky, Synlett, 2015, 26, 1340-1344

Substrate Control in Enantioselective and Diastereoselective Aldol Reaction by Memory of Chirality: A Rapid Access to Enantiopure β-Hydroxy Quaternary α-Amino Acids. B. Viswambharan, D. Gori, R. Guillot, C. Kouklovsky, V. Alezra, Org. Lett., 2014, 16, 788-791

Regioselective Hydroarylation Reactions of C3 Electrophilic N-Acetylindoles Activated by FeCl3: An Entry to 3-(Hetero)arylindolines. R. Beaud, R. Guillot, C. Kouklovsky, G. Vincent, Chem. Eur. J., 2014, 20, 7492-7500

Direct Oxidative Coupling of N-Acetyl Indoles and Phenols for the Synthesis of Benzofuroindolines Related to Phalarine. T. Tomakinian, R. Guillot, C. Kouklovsky, G. Vincent, Angew. Chem. Int. Ed., 2014, 53, 11881-11885

Bioinspired Direct Access to Benzofuroindolines by Oxidative [3 + 2] Annulation of Phenols and Indoles. N. Denizot, A. Pouilhès, M. Cucca, R. Beaud, R. Guillot, C. Kouklovsky, G. Vincent, Org. Lett., 2014, 16, 5752-5755

β,γ-Diamino acid: an original building block for hybrid α/γ-peptide synthesis with extra hydrogen bond donating group. A. Stanovych, R. Guillot, C. Kouklovsky, E. Miclet, V. Alezra, Amino Acids, 2014, 46, 2753-2757