A5019671357- Asymmetric Synthesis and Catalysis
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Synthetic Organic Chemistry Methods
- Oxidative Organic Chemistry Reactions
- Asymmetric Hydrogenation and Catalysis
- Chemical Synthesis and Reactions
- Catalytic C–H Functionalization Methods
- Axial and Atropisomeric Chirality Synthesis
- Porphyrin and Phthalocyanine Chemistry
- Metal-Catalyzed Oxygenation Mechanisms
- Crystallography and molecular interactions
- Sesquiterpenes and Asteraceae Studies
- Fluorine in Organic Chemistry
- Cyclopropane Reaction Mechanisms
- Coordination Chemistry and Organometallics
- Advanced Synthetic Organic Chemistry
- Synthesis and Catalytic Reactions
- Synthesis of Indole Derivatives
- Plant Toxicity and Pharmacological Properties
- Chemical Synthesis and Analysis
- Magnetism in coordination complexes
- Natural product bioactivities and synthesis
- Synthesis and pharmacology of benzodiazepine derivatives
- Polyoxometalates: Synthesis and Applications
Universidad de La Sabana
2023
Fundación Santa Fe de Bogotá
2023
St. Christopher's Hospital for Children
2023
Universitat de València
2011-2020
Rede de Química e Tecnologia
2015-2019
Centro Médico Sanitas Valencia
2015
The Ohio State University
2015
Universidade de Vigo
2009-2015
Universidad Complutense de Madrid
2000-2011
Universitat Politècnica de València
2003
Abstract A quinine‐derived thiourea organocatalyst promoted the highly enantioselective addition of naphthols and activated phenols to ketimines derived from isatins. The reaction afforded chiral 3‐amino‐2‐oxindoles with a quaternary stereocenter in high yields (up 99 %) excellent enantioselectivity % ee ). To best our knowledge, this transformation is first ketimines.
First organic radicals, now metal complexes: A successful extension to complexes of a well-known radical approach ferromagnetism is exemplified by the triplet ground-state molecule containing two Cu(II) centers connected double m-phenylenediamide skeleton cyclophane type shown in scheme.
Complexes of BINOL-based ligands with Zr(OtBu)4 catalyze the Friedel-Crafts alkylation reaction indoles and pyrrole nonchelating beta-substituted alpha,beta-enones at room temperature affording expected products good yields ee above 95% in most studied examples.
The first general catalytic method for the, so far elusive, enantioselective Friedel–Crafts functionalization of indoles in the carbocyclic ring is presented. This transformation contrasts with usual tendency these heterocycles to react at azole ring. For this purpose, four regioisomeric hydroxy carbocyclic-substituted were reacted several isatin-derived ketimines, using a Cinchona alkaloid-based squaramide, low 0.5–5 mol % catalyst loading, as bifunctional catalyst. methodology allows every...
Self-assembly of 1,4-phenylenebis(oxamate) and 4,4'-biphenylenebis(oxamate) ligands Cu2+ ions gives two new dinuclear copper(II) metallacyclophanes where the metal centers are connected by double para-substituted aromatic diamide bridges. Despite relatively large intramolecular Cu−Cu distance ca. 8 12 Å for each complex, magnetic susceptibility measurements evidence strong to moderately antiferromagnetic couplings (−J values order 100 10 cm-1, respectively). Density functional theory...
The first catalytic enantioselective Friedel−Crafts alkylation of pyrrole with 2,2,2-trifluoroacetophenones to give pyrroles a trifluoromethyl-substituted tertiary alcohol moiety bearing quaternary stereogenic center is described. reaction achieved in the presence 3,3′-dibromo-BINOL-Zr(IV) complex expected products high yields (up 98%) and good enantioselectivities 93% ee). absolute stereochemistry has been determined by chemical correlation.
Abstract Chiral complexes of BINOL‐based ligands with zirconium tert ‐butoxide catalyze the Friedel–Crafts alkylation reaction indoles β‐trifluoromethyl‐α,β‐unsaturated ketones to give functionalized an asymmetric tertiary carbon center attached a trifluoromethyl group. The can be applied large number substituted α‐trifluoromethyl enones and indoles. expected products were obtained good yields ee s up 99 %.
A Cinchona-derived squaramide catalyzes the reaction between hydroxyindoles and isatins leading to enantioenriched indoles substituted in carbocyclic ring. The proceeds efficiently with differently isatins, yielding desired products excellent regioselectivity, good yields, high enantiocontrol. Moreover, every position of ring indole can be functionalized by using appropriate starting hydroxyindole. OH group was removed smoothly upon hydrogenolysis corresponding triflate.
An organocatalytic enantioselective aza-Friedel–Crafts addition of 2-naphthols to benzoxathiazine 2,2-dioxides is described using a quinine-derived bifunctional catalyst.
Abstract A quinine‐derived thiourea organocatalyst promoted the highly enantioselective addition of naphthols and activated phenols to ketimines derived from isatins. The reaction afforded chiral 3‐amino‐2‐oxindoles with a quaternary stereocenter in high yields (up 99 %) excellent enantioselectivity % ee ). To best our knowledge, this transformation is first ketimines.
The square-planar cobalt(III) complexes of o-phenylenebis(N′-methyloxamidate) (Me2opba) and related oxamate (Meopba) bis(oxamate) (opba) ligands catalyse the selective oxidation, by dioxygen pivalaldehyde, a wide range secondary alcohols to corresponding ketones, in good yields under mild conditions acetonitrile at room temperature. Thus, oxidation series α-alkylbenzyl PhCH(OH)R (R = Me, Et, iPr, tBu) results exclusive formation ketones as product C−H bond cleavage, no C−C cleavage products...
[reaction: see text] A strategy based on the control of electron-donating capabilities coordinating groups ligand has been applied in catalytic asymmetric addition organometallic reagents to ketoesters. Mandelamides having deprotonated alcohol and carboxyamido catalyzed dimethylzinc alpha-ketoesters with good yields ee (up 90%).
Chiral complexes of 1,1'-bi-2-naphthol-based ligands with zirconium tert-butoxide catalyze the Friedel-Crafts alkylation pyrroles α-ketoesters to afford tertiary alcohols in good yields and ee up 98%. The reaction is also application 4,7-dihydroindole give C2-alkylated indoles after oxidation p-benzoquinone.
Abstract An organocatalytic enantioselective Friedel–Crafts alkylation of a series substituted 1‐naphthol derivatives and activated phenols with ethyl trifluoropyruvate, catalyzed by quinine‐derived squaramide, is presented. Good yields high to excellent enantioselectivities the products were obtained. magnified image
The (S,S)-mandelamide III catalyzes the additions of both aryl- and alkylalkynylzinc reagents to heteroaromatic aldehydes with good yields enantioselectivities up 92%. This catalyst is easily prepared in a one-step procedure, enantiomers are available. Unlike most other described methods, using this does not require addition Ti(O(i)Pr)4.
A mandelamide ligand, derived from (S)-mandelic acid and (S)-phenylethanamine, catalyzes the addition of aryl-, alkyl- silyl-alkynylzinc reagents to aromatic heteroaromatic aldehydes with good yields high enantioselectivities.