A5076619388- Synthetic Organic Chemistry Methods
- Asymmetric Synthesis and Catalysis
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Synthesis and Biological Evaluation
- Asymmetric Hydrogenation and Catalysis
- Oxidative Organic Chemistry Reactions
- Chemical Synthesis and Reactions
- Synthesis and Reactivity of Heterocycles
- Coccidia and coccidiosis research
- Chemical synthesis and alkaloids
- Carbohydrate Chemistry and Synthesis
- Catalytic C–H Functionalization Methods
- Chemical Synthesis and Analysis
- Fluorine in Organic Chemistry
- Catalytic Cross-Coupling Reactions
- Parasitic Infections and Diagnostics
- Veterinary medicine and infectious diseases
- Alkaloids: synthesis and pharmacology
- Organoboron and organosilicon chemistry
- Quinazolinone synthesis and applications
- Cyclopropane Reaction Mechanisms
- Coordination Chemistry and Organometallics
- Neurological Disease Mechanisms and Treatments
- Catalytic Alkyne Reactions
Laboratoire de Chémo-biologie synthétique et thérapeutique
2019-2024
Université de Tours
2014-2024
Institut National de la Recherche Agronomique
2013-2017
Infectiologie Animale et Santé Publique
2012-2016
UCLouvain
2010-2013
Centre National de la Recherche Scientifique
2006-2011
Université de Strasbourg
2011
Laboratoire d'Innovation Thérapeutique
2011
Université de Rennes
2006-2009
Universitat Autònoma de Barcelona
2004
Asymmetric aldol reaction: A domino silylation–aldol reaction between enoyloxazolidinones and various aldehydes has been developed (see scheme). The process catalysed by a copper complex in the presence of borosilane led to high diastereoselectivities. Yields 59 90 % d.r. values 78:22 95:5 were obtained. When methacryloyloxazolidinones used, controlled chiral quaternary carbon was generated. BPin=4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl.
How to train your silane: A new family of chiral copper(I) complexes that bear a bifluoride counteranion were prepared and used in the first example enantioselective transfer silyl group an aldehyde. This procedure provides fast access non-racemic α-hydroxysilanes high enantioselectivities.
A quick and easy way to produce tricycles related the core structure of taxanes has been achieved using a palladium-catalyzed domino reaction (see scheme, Bz=benzoyl). These studies have performed with function-oriented synthesis in mind. An efficient route for construction new taxane scaffolds that could be decorated various groups achieve activities comparable or superior taxol proposed. Detailed facts importance specialist readers are published as "Supporting Information". Such documents...
A series of huprine−tacrine heterodimers has been developed by connection huprine Y, a compound with one the highest affinities for active site acetylcholinesterase yet reported, tacrine, known affinity peripheral enzyme, through linker appropriate length to allow simultaneous interaction both binding sites. These compounds exhibit human and butyrylcholinesterase inhibitory activities IC50 values in subnanomolar low nanomolar range, respectively.
Nickel hydride type complexes have been successfully developed as catalysts for the tandem isomerization-aldolization reaction of allylic alcohols with aldehydes. Optimization conditions has shown that a cocatalyst, such MgBr2, very positive effect on kinetics and in yields aldols. Under optimized {[NiHCl(dppe)] + MgBr(2) at 3-5 mol %)}, this affords aldols good to excellent yields. It is full-atom-economy-type occurs under mild conditions. Furthermore, it broad scope compatible wide range...
A new access to indanones was discovered through a one-step nickel or iron-mediated transposition of 2-hydroxyisobenzofurans. Starting from the corresponding silylenol ethers, one-pot tandem isomerisation-Mukaiyama aldol process also developed. These versatile strategies will be useful for preparation various types and indenones.
From sugars to carbocycles: Pentacarbonyl iron is a cheap and efficient catalyst for mediating an isomerization–aldolization–dehydration sequence that converts vinyl into cyclopentenones, which are very useful intermediates in the total synthesis of various types bioactive molecules. Supporting information this article available on WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z701663_s.pdf or from author. Please note: The publisher not responsible content functionality any...
Dran mit dem Silan! Eine Reihe neuer chiraler Kupfer(I)-Komplexe Bifluorid-Gegenion wurde hergestellt und in den ersten enantioselektiven Silylgruppenübertragungen auf einen Aldehyd eingesetzt. Dieses Vorgehen führt schnell zu nichtracemischen α-Hydroxysilanen hohen Enantioselektivitäten. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed may be re-organized for online delivery, but not copy-edited...
Ein einfaches Verfahren zum schnellen Aufbau von Tricyclen, die mit der Kernstruktur Taxane verwandt sind, beruht auf einer palladiumkatalysierten Dominoreaktion (siehe Schema; Bz=Benzoyl). Es wird eine effiziente Route zu neuen Taxan-Gerüsten vorgeschlagen, im Sinne funktionsorientierten Synthese modifiziert werden können, um bezüglich Aktivität Taxol gleichzuziehen oder dieses gar übertreffen.
Abstract An original and convenient domino route to natural nostoclides I II has been developed using a two‐step sequence consisting of copper‐catalyzed tandem reaction associated with Suzuki cross‐coupling. The methodology employed for this total synthesis appeared be an interesting sufficiently flexible tool allow the numerous analogues these nostoclides. magnified image
Starting from vinylpyranoses an iron-catalyzed tandem isomerization–intramolecular aldolization reaction was developed to prepare cyclohexenone derivatives bearing substituents on the double bond, and it has been applied in a short synthesis of 4-epi-gabosines A B, D-glucose.
A general and efficient Cu(I)-catalyzed cross-coupling reaction of alkynyl bromides β-tributylstannyl-α,β-unsaturated ester bearing a trifluoromethyl group in β-position was developed under very mild conditions. This method provides easy access to variety 2,3-enynoate from good excellent yields with stereoselectivity. procedure does not require the use any expensive supplementary additives is palladium-free.
New and efficient methods for the synthesis of 7-substituted-4-trifluoromethylpyrimido[1,2-<i>b</i>]pyridazin-2-one derivatives using either two-step Suzuki/heterocyclization, or heterocyclization/substitution sequences are developed. A variety substituted products obtained in good to excellent yields from 3-amino-6-chloropyridazine ethyl 4,4,4-trifluorobut-2-ynoate.
Von Zuckern zu Kohlenhydraten: Pentacarbonyleisen ist ein billiger und effizienter Katalysator für eine Sequenz aus Isomerisierung, Aldolisierung Dehydratisierung, die Vinylzucker in Cyclopentenone überführt. Diese Verbindungen sind nützliche Zwischenstufen der Totalsynthese verschiedener bioaktiver Moleküle. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2007/z701663_s.pdf or from author. Please note: The publisher not...
A mild, simple method for the regioselective synthesis of thiadiazolo[3,2-<i>a</i>]pyrimidin-7-ones bearing a perfluoroalkyl group is reported. In order to study core reactivity, various nucleophile substitutions were performed involving reactive carbon–bromide bond via one-pot strategy.
Abstract A rapid method has been developed for the synthesis of 3‐arylphthalides from readily available starting materials. We describe herein a direct approach based on simple Friedel‐Crafts condensation between an aromatic ester and aldehyde promoted by mixture phosphorus pentoxide methanesulfonic acid (Eaton's reagent) under metal solvent‐free conditions. Due to their similarity cytosporone E (a natural antibacterial phthalide), some synthesized compounds were tested as agents against...
Plant-specialized metabolism represents an inexhaustible source of active molecules, some which have been used in human health for decades. Among these, monoterpene indole alkaloids (MIAs) include a wide range valuable compounds with anticancer, antihypertensive, or neuroactive properties. This is particularly the case pachysiphine derivatives show interesting antitumor and anti-Alzheimer activities but accumulate at very low levels several Tabernaemontana species. Unfortunately, genome data...
Pyrano[3,4-b]pyrrol-7(1H)-one is a bicyclic structure that rarely described in the literature but found numerous polycyclic natural products as lamellarins. This work presents one-pot synthesis of pyrano[3,4-b]pyrrol-7(1H)-one substituted 2- and 5-position. The reaction proceeds via two step 5-endo-dig 6-endo-dig cyclization catalyzed by cationic gold complex with high regioselectivity.