A5056872646- Catalytic C–H Functionalization Methods
- Catalytic Cross-Coupling Reactions
- Catalytic Alkyne Reactions
- Synthetic Organic Chemistry Methods
- Chemical Synthesis and Analysis
- Cyclopropane Reaction Mechanisms
- Radical Photochemical Reactions
- Oxidative Organic Chemistry Reactions
- Synthesis and Catalytic Reactions
- Organoboron and organosilicon chemistry
- Sulfur-Based Synthesis Techniques
- Click Chemistry and Applications
- Fluorine in Organic Chemistry
- Organometallic Complex Synthesis and Catalysis
- Immigration and Intercultural Education
- Chemical Synthesis and Reactions
- Organic Chemistry Cycloaddition Reactions
- Computational Drug Discovery Methods
- Receptor Mechanisms and Signaling
- Synthesis and Biological Evaluation
- Asymmetric Hydrogenation and Catalysis
- Electrochemical Analysis and Applications
- Social Sciences and Policies
- Bioactive Compounds and Antitumor Agents
- Work-Family Balance Challenges
Sanofi (Germany)
2016-2025
University of Sheffield
2016-2017
Universidad Autónoma de Madrid
1997-2004
Institut Català d'Investigació Química
2004
Max-Planck-Institut für Kohlenforschung
2002-2004
Enzon Pharmaceuticals (United States)
2003
Max Planck Society
2003
Central University of Venezuela
2002
Universidad de Extremadura
1992-1993
Simple iron salts such as FeCln, Fe(acac)n (n = 2,3) or the salen complex 4 turned out to be highly efficient, cheap, toxicologically benign, and environmentally friendly precatalysts for a host of cross-coupling reactions alkyl aryl Grignard reagents, zincates, organomanganese species with heteroaryl chlorides, triflates, even tosylates. An "inorganic reagent" formal composition [Fe(MgX)2] prepared in situ likely constitutes propagating responsible catalytic turnover, which occurs many...
1-en-6-ynes react with alcohols or water in the presence of PtCl2 as catalyst to give carbocycles alkoxy hydroxy functional groups at side chain. The reaction proceeds by anti attack alkene onto (eta2-alkyne)platinum complex. formation C-C and C-O bonds takes place stereoselectively trans addition electrophile derived from alkyne nucleophile double bond enyne. Formation five- six-membered carbo- heterocycles could be obtained depending on substituents tether. Although more limited scope,...
Reliable chirality transfer is one of the major advantages a novel synthesis 2,3-allenols from propargyl epoxides (see scheme) catalyzed by inexpensive and environmentally benign iron salts. The reactions proceed very rapidly in excellent yields with moderate to good diastereoselectivity favor syn-configured product.
ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTPlatinum-Catalyzed Alkoxy- and Hydroxycyclization of EnynesMaría Méndez, M. Paz Muñoz, Antonio EchavarrenView Author Information Departamento de Química Orgánica Universidad Autónoma Madrid Cantoblanco, 28049 Madrid, Spain Cite this: J. Am. Chem. Soc. 2000, 122, 46, 11549–11550Publication Date (Web):November 3, 2000Publication History Received14 July 2000Published online3 November inissue 22...
The utility of single-chain Fv proteins as therapeutic agents would be realized if the circulating lives these minimal antigen-binding polypeptides could both prolonged and adjustable. We have developed a general strategy for creating tailored monoPEGylated antibodies. Free cysteine residues were engineered in an anti-TNF-alpha scFv at C-terminus or within linker segments orientations, V(L)-linker-V(H) V(H)-linker-V(L). High-level expression 10 designed variant Pichia pastoris allowed rapid...
The palladium-catalyzed intramolecular coupling of allyl stannanes with carboxylates provides a general synthesis five- and six-membered-ring carbocycles. leads selectively to trans five-membered carbocycles cis six-membered carbocycles, regardless the or configuration allylic functions in starting material. For example, stereoselective 10-epi-elemol demonstrated related Oppolzer cyclization lower yields, fails completely, substrates substituted at C-3 and/or alkene terminus. silanes...
ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTMetal-Catalyzed Carbocyclization by Intramolecular Reaction of Allylsilanes and Allylstannanes with AlkynesCarolina Fernández-Rivas, María Méndez, Antonio M. EchavarrenView Author Information Departamento de Química Orgánica Universidad Autónoma Madrid Cantoblanco, 28049 Madrid, Spain Cite this: J. Am. Chem. Soc. 2000, 122, 6, 1221–1222Publication Date (Web):January 26, 2000Publication History Received1 October 1999Published online26 January...
Abstract Different mechanisms have been proposed for the cyclization of enynes catalyzed by electrophilic metal halides or complexes. We present evidence to indicate that previously reported “carbohydroxypalladation” and “hydroxycyclization Pt II ” are closely related reactions. Thus, palladium complexes formed in situ from PdCl 2 trisulfonated phosphane TPPTS cyclic phosphite P(OCH ) 3 CEt as ligands catalyze methoxy‐ hydroxycyclization with selectivities similar those observed Deuteration...
Abstract Hydrogen isotopically labelled compounds are essential diagnostic tools in drug research and development, as they provide vital information about the biological metabolism of candidates their metabolites. Herein we report a photoredox‐initiated hydrogen atom transfer (HAT) protocol which efficiently selectively introduces deuterium or tritium at C(sp 3 )−H bonds, utilizing heavy water (D 2 O T O) isotope source, guanidine base. This has been successfully applied to incorporation...
Ein zuverlässiger Chiralitätstransfer ist einer der Vorzüge neuen Syntheseroute zu 2,3-Allenolen aus Propargylepoxiden (siehe Schema). Die Reaktionen werden durch billige und umweltfreundliche Eisensalze katalysiert, sind schnell verlaufen mit ausgezeichneten Ausbeuten mittleren bis guten Diastereoselektivitäten bevorzugt zum syn-konfigurierten Produkt.
A new and efficient synthesis of pyridine-based heteroaromatic boronic acid derivatives is reported through a novel diboration/6π-electrocyclization strategy. This method delivers range functionalized heterocycles from readily available starting materials.
The regioselective condensation of hydrazines and ynone trifluoroborates provides access to a range pyrazole 5-trifluoroborates. stability the borate unit allows chemoselective halogenation heteroaromatic ring, thereby delivering scaffolds that allow orthogonal functionalization at C5 C4. modular reactivity these intermediates is exemplified by cross-coupling reactions, enabling regiocontrolled synthesis fully functionalized derivatives.
Ynone trifluoroborate salts undergo a base-promoted condensation reaction with alkylthiols to generate thiophene boronates complete regiocontrol. The products are isolated in high yield and can be further derivatized through conventional C–B bond functionalization reactions.
The therapeutic success of peptidic GLP-1 receptor agonists for treatment type 2 diabetes mellitus (T2DM) motivated our search orally bioavailable small molecules that can activate the (GLP-1R) as a well-validated target T2DM. Here, discovery and characterization potent selective positive allosteric modulator (PAM) GLP-1R based on 3,4,5,6-tetrahydro-1H-1,5-epiminoazocino[4,5-b]indole scaffold is reported. Optimization this series from HTS was supported by ligand binding model. Biological in...
The intramolecular reaction of allylsilanes and allylstannanes with alkynes proceeds catalytically in the presence Pt(II), Pd(II), Ru(II), Au(III) chlorides. Although more limited, AgOTf also catalyzes cyclization. Usually, PtCl2 as catalyst methanol or acetone gives best results. by exo attack allyl nucleophile on alkyne to form five- six-membered ring carbocycles. generally anti stereoselectivity. However, a terminally substituted trimethylsilyl derivative reacts syn-type addition....
Intramolecular reactions between organosilanes or organostannanes and (η3-allyl)palladium complexes give rise to a variety of functionalized carbocycles. Conceptually related cyclizations catalyzed by PdII (or electrophilic metal) proceed coordination 1,3-diene alkyne with the metal, followed nucleophilic attack allylsilane allylstannane.
Abstract Electrophilic transition-metal complexes catalyze the reaction of enynes in presence water or alcohols to give hydroxy- alkoxycyclization derivatives. The proceeds by anti addition alkene and metal alkyne. key intermediates this are cyclopropyl carbenes, which also probably involved metathesis-type rearrangement enynes. A general scheme is proposed for cyclization initiated coordination enyne transition metals, included 5- exo -dig 6- endo pathways. intramolecular furans with...
A novel synthesis of sitagliptin based on a redox-active ester derived from the chiral pool is reported. The key step an electrochemical nickel-catalyzed sp
ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTSynthesis of (±)-10-epi-Elemol by a Highly Stereoselective Intramolecular Palladium-Catalyzed Coupling an Allylstannane with Allyl AcetateJuan M. Cuerva, Enrique Gómez-Bengoa, María Méndez, and Antonio EchavarrenView Author Information Departamento de Química Orgánica, Universidad Autónoma Madrid, Cantoblanco, 28049 SpainCite this: J. Org. Chem. 1997, 62, 22, 7540–7541Publication Date (Web):October 31, 1997Publication History Received30 July...
Abstract Photoredox chemistry has greatly stimulated the application of radical based transformations in medicinal and early drug discovery recent years. Carboxylate groups have been identified as traceless leaving that can be converted into intermediates capable undergoing 1,4‐conjugate addition reactions to Michael acceptors. Herein, we show successful C‐terminal derivatization small peptide substrates by using this methodology a parallel synthesis setting. Finally, outline general...
A visible light-mediated photocatalyzed C–C-bond benzylic functionalization of phenolic ether-containing drug-like compounds is presented.