A5052086806- Organophosphorus compounds synthesis
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Carbohydrate Chemistry and Synthesis
- Chemical Synthesis and Analysis
- Synthesis and Reactivity of Sulfur-Containing Compounds
- Asymmetric Synthesis and Catalysis
- Analytical Chemistry and Chromatography
- Glycosylation and Glycoproteins Research
- Asymmetric Hydrogenation and Catalysis
- Synthesis and pharmacology of benzodiazepine derivatives
- Phosphorus compounds and reactions
- Synthesis and Catalytic Reactions
- Enzyme Production and Characterization
- Synthetic Organic Chemistry Methods
- Synthesis and Reactivity of Heterocycles
- Cancer Treatment and Pharmacology
- Pharmacogenetics and Drug Metabolism
- Sulfur-Based Synthesis Techniques
- Chemical Reaction Mechanisms
- Enzyme Catalysis and Immobilization
- Pneumocystis jirovecii pneumonia detection and treatment
- Chemical synthesis and alkaloids
- Chemical Synthesis and Reactions
- Catalytic C–H Functionalization Methods
Instituto de Síntesis Química y Catálisis Homogénea
2012-2024
Universidad de Zaragoza
2011-2024
Universidad Autónoma del Estado de Morelos
2012-2016
Institute of Advanced Chemistry of Catalonia
2014
Consejo Superior de Investigaciones Científicas
2007-2011
Instituto de Carboquímica
2010
Universidad de Sevilla
2002-2007
The proof-of-concept for the modular synthesis of new functional soft gel materials based on amide-triazole isosteric replacement has been demonstrated. A coassembly approach amino acid-based hydrogelators was fruitfully applied fine-tuning release entrapped drugs.
Abstract An overview of the synthetic methods developed to build all cis ‐fused stereoisomers octahydroindole‐2‐carboxylic acid and its α‐methylated derivative in enantiomerically pure form is presented. Both asymmetric strategies(auxiliary‐ or substrate‐controlled processes) procedures based on resolution racemic compounds (chemical, enzymatic, chromatographic are summarized. Special emphasis has been placed those strategies able provide multigram quantities enantiopure compounds, a...
The orthopalladation, through C-H bond activation, of a large number amino esters and phosphonates derived from phenylglycine, having different substituents at the aryl ring C-α atom, as well on N-amine has been studied. experimental observations indicated an improvement in yields orthopalladated compounds when and/or atom are substituted, compared with unsubstituted methyl phenylglycinate derivatives. In contrast, substitutions do not promote significant changes orthometalation results....
Asymmetric syntheses of isoindoline carbamates have been successfully achieved through enzyme-mediated dynamic kinetic resolution processes and without requirement metal or acid-base catalyst for the substrate racemization. Optically active were obtained in good yields an excellent degree stereoselectivity when Pseudomonas cepacia lipase (PSL) was used as biocatalyst, with diallyl dibenzyl carbonates being both adequate reagents alkoxycarbonylation reactions.
Abstract The synthesis of two phosphoproline analogues possessing an octahydroisoindole structure is described for the first time. new α‐aminophosphonic acids can be viewed as result fusing a cyclohexane ring to [ c ] face five‐membered pyrrolidine unit. junction bicyclic system cis in both compounds, but they differ relative stereochemistry and phosphonate moieties. Using phthalimide common precursor following stereodivergent routes, target acids, (1 R *,3a *,7a S *)‐...
Abstract The organocatalytic activities of highly substituted proline esters obtained through asymmetric [3+2] cycloadditions azomethine ylides derived from glycine iminoesters have been analyzed by 19 F NMR and kinetic isotope effects. Kinetic rate constants determined for unnatural incorporating different substituents. It has found that exo ‐ L endo methyl yield opposite enantiomers in aldol reactions between cyclic ketones aromatic aldehydes. combined results reported this study show...
Abstract The synthesis of two new α‐aminophosphonic acids, namely (2 S *,3a *,7a *)‐ and R *)‐octahydroindole‐2‐phosphonic is described. They are analogues phosphoproline with a cyclohexane ring fused to the pyrrolidine moiety. junction has cis stereochemistry in both cases, but compounds differ relative orientation phosphonate moieties. amino acids were prepared from common starting material following stereodivergent routes that provide desired stereoisomer complete stereocontrol....
A straightforward chemo-enzymatic synthesis of new polyhydroxylated benzopyrrolizidines and cyclohexapyrrolizidines is developed. The two-step strategy consists l-fuculose-1-phosphate aldolase variant F131A-catalyzed aldol addition dihydroxyacetone phosphate to rac-N-benzyloxycarbonylindoline-2-carbaldehyde as well (2S*,3aS*,7aS*)- (2S*,3aR*,7aR*)-N-benzyloxycarbonyloctahydroindole-2-carbaldehydes a subsequent one-step catalytic deprotection-reductive amination.
Abstract An efficient methodology for the preparation of α‐tetrasubstituted proline analog ( S , )‐2‐methyloctahydroindole‐2‐carboxylic acid, )‐(αMe)Oic, and its enantiomer, R has been developed. Starting from easily available substrates through simple transformations, a racemic precursor synthesized in excellent yield further subjected to HPLC resolution using cellulose‐derived chiral stationary phase. Specifically, semipreparative (250 mm × 20 ID) Chiralpak® IC column allowed more than 4 g...
Redox potentials for two stepwise anodic oxidations of a series carbamates in methanolic solution have been calculated using ab initio and DFT quantum mechanical methods. Hartree–Fock method Density Functional Theory at the B3LYP level, together with 6-31G(d), 6-31G(d,p) 6-311++G(2df,2p) basis sets used calculation. The Polarizable Continuum Model (PCM) is to describe solute–solvent interactions carbamates, those their radical-cations cations. Linear relationships were observed between...
Abstract We report here a practical and efficient synthesis of diethyl 1,2,3,4‐tetrahydroisoquinoline‐3‐phosphonate derivatives. The target compounds were prepared in good yield using Pictet–Spengler reaction involving α‐amino phosphonates that easily obtained. have paid special attention to the ( R )‐ S )‐1,2,3,4‐tetrahydroisoquinoline‐3‐phosphonic acid (Tic P ) 2a , conformationally constrained analogue phosphophenylalanine Phe . procedure is based on preparation racemic (Phe ester...
Abstract We report here the first practical and efficient synthesis of diethyl 1,2,3,4‐tetrahydro‐β‐carboline‐3‐phosphonates 3 4 as well 9 H ‐β‐carboline‐3‐phosphonates 5 6 . The target compounds were prepared in good yields by application Pictet–Spengler reaction easily obtainable phosphotryptophan ester 7 procedure is based on simple preparation racemic followed a with several aldehydes subsequent oxidation chemistry.
Abstract An overview of synthetic methods developed to build [ c ]‐fused bicyclic proline analogues is presented. The focus on the preparation azabicycles that bear a carbocyclic ring fused ] face pyrrolidine unit. Attention paid both procedures afford desired compounds in racemic form and asymmetric strategies. Procedures are organized according size carbocycle moiety. Strategies able provide multigram quantities enantiopure have application synthesis marketed drugs highlighted.