Laboratoire de Chimie des Procédés et des Substances Naturelles- LCPSN

Research activities

 

Since Oct. 2007   Chargé de recherches CNRS, Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO, UMR 8182), Université Paris-Sud, Orsay         
Team of  Pr. Cyrille Kouklovsky
Development and synthetic applications of the Nitroso Diels-Alder cycloaddition.
Oxidative coupling of indoles.     
Total synthesis of natural products.

2007    Université Pierre et Marie Curie-Paris VI, UMR 7611, postdoc
Pr. Max Malacria and Pr. Louis Fensterbank
Anionic/radical tandem reactions

2005-2006      Colorado State University, Ft Collins, Colorado, USA, postdoc
Pr. Robert M. Williams
Total synthesis of the tetrahydroisoquinoline alcaloid cribrostatin 4

2001-2005      Université Claude Bernard-Lyon 1, UMR 5181
Pr. Marco A. Ciufolini
PhD, 2002-2005 : An aldolisation/metathesis avenue to the macrocyclic framework of soraphen A (BDI CNRS / BayerCropsciences funding)
Master, 2001-2002 : Synthetic studies towards cyanocycline A via an Ugi reaction

2000-2001      Dupont Pharmaceuticals Company,Wilmington, Delaware, USA
Dr Patrick Y. S. Lam
Copper-catalyzed general C-N and C-O bond cross-coupling with vinyl/arylboronic acids or arylstannanes.

 

Education

 

2005    PhD of organic chemistry, Université Claude Bernard - Lyon I
2002    Master of organic chemistry, Université Claude Bernard - Lyon I
2002    Diplôme d’ingénieur CPE Lyon, chemistry and chemical engineering
1998    DUT Chimie, IUT A – Université Lyon I

 

 

Recent papers

• " Stereoselective Synthesis of Oxaspirannic Building Blocks by Regioselective Nitroso Diels-Alder Reaction " Sancibrao Pierre, Gori Didier, Kouklovsky Cyrille, Vincent Guillaume Chem. Eur. J. 2013, 19, 5557-5560 [PDF]
• " FeCl₃-Mediated Friedel–Crafts Hydroarylation with Electrophilic N-Acetyl Indoles for the Synthesis of Benzofuroindolines " Beaud Rodolphe, Guillot Régis, Kouklovsky Cyrille, Vincent Guillaume Angew. Chem. Int. Ed. 2012, 51, 12546-12550 [PDF]
• " Ring-rearrangement metathesis of Nitroso Diels-Alder cycloadducts " Vincent Guillaume, Kouklovsky Cyrille Chem. Eur. J. 2011, 17, 2972-2980 [PDF]
• " Sequential Addition of Nucleophiles to Bicyclic isoxazolactams " Vincent Guillaume, Guillot Régis, Kouklovsky Cyrille Synfacts 2011, 4, 418 [PDF]
• " Stereodivergent Synthesis of Substituted N,O-Containing Bicyclic Compounds by Sequential Addition of Nucleophiles to N-Alkoxybicyclolactams " Vincent Guillaume, Guillot Régis, Kouklovsky Cyrille Angew. Chem. Int. Ed. 2011, 50, 1350 –1353 [PDF]
• " New chiral amino acid-derived α-acyloxynitroso reagents for asymmetric nitroso Diels–Alder reactions " Li Hailing, Gori Didier, Kouklovsky Cyrille, Vincent Guillaume Tetrahedron: Asym. 2010, 21, 1507-15010 [PDF]
• " Synthetic Approaches to Racemic Porantheridine and 8-Epihalosaline via a Nitroso Diels-Alder Cycloaddition/ Ring Rearrangement Metathesis Sequence " Sancibrao Pierre, Karila Delphine, Kouklovsky Cyrille, Vincent Guillaume J. Org. Chem. 2010, 75, 4333-4336 [PDF]

 

Publications outside ICMMO

 

10. Conjugate Additions to Alkylidene Bis(Sulfoxides).
F ranck Brebion, Guillaume Vincent, Saloua Chelli, Ophélie Kwasnieski, Francisco Najera, Bénédicte Delouvrié, Ilan Marek, Etienne Derat, Jean-Philippe Goddard, Max Malacria, Louis Fensterbank Chemistry, an Asian Journal, 2011, 6, 1825-1833.

9. Regioselectivity of Pictet-Spengler cyclisation reactions to construct pentacyclic frameworks of the ecteinascidin-saframycin class of tetrahydroisoquinoline antitumor antibiotics.
Guillaume Vincent , Jonathan W. Lane, Robert M. Williams Tetrahedron Letters, 2007, 48, 3719-3722.

8. Formation of the C3-C4 unsaturated framework of (_) cribrostatin 4 via DEAD-mediated oxidation of an allylic tertiary amine.
Guillaume Vincent, Yuyin Chen, Jonathan W. Lane, Robert M. Williams Heterocycles, 2007, 72, 385-398. Volume spécial en l’honneur du Pr. Kishi.

7.  Concise, asymmetric total synthesis of  (_)-cribrostatin 4 (renieramycin H).
Guillaume Vincent, Robert M. Williams Angewandte Chemie International Edition, 2007, 46, 1517-1520.

6.  Toward soraphen A: an aldol-metathesis avenue to the macrocyclic framework.
 Guillaume Vincent, Darren Mansfield, Jean Pierre Vors, Marco A. Ciufolini Organic Letters, 2006, 8, 2791-2794.

5.  Titanium catalysis in the Ugi reaction of a-aminoacids with aromatic aldehydes.
Thomas Godet, Yannick Bonvin, Guillaume Vincent, Daphné Merle, Alain Thozet, Marco A. Ciufolini, Organic Letters, 2004, 6, 3281-3284.

4. Copper-promoted/catalyzed C-N and C-O bond Cross-coupling with vinylboronic acid and its utilities.
Patrick Y. S. Lam, Guillaume Vincent, Damien Bonne, Charles G. Clark  Tetrahedron Letters, 2003, 44, 4927-4931.

3. N-Arylation of a-aminoesters with p-tolylboronic acid promoted by copper(II) acetate. Patrick Y. S. Lam, Damien Bonne, Guillaume Vincent, Charles G. Clark, Andrew P. Combs Tetrahedron Letters, 2003, 44, 1691-1694.

2.  Copper-promoted C-N bond Cross-coupling with phenylstannanes.
 Patrick Y. S. Lam, Guillaume Vincent, Damien Bonne, Charles G. Clark Tetrahedron Letters, 2002, 43, 3091-3094.

1. Copper-catalyzed general C-N and C-O bond cross-coupling with arylboronic acids. Patrick. Y. S. Lam, Guillaume Vincent, Charles G. Clark, Sophie Deudon, Prabhakar K. Jadhav Tetrahedron Letters, 2001, 42, 3415-3418.