A5009892700- Carbohydrate Chemistry and Synthesis
- Asymmetric Synthesis and Catalysis
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Chemical Synthesis and Reactions
- Oxidative Organic Chemistry Reactions
- Synthesis of Organic Compounds
- Chemical Synthesis and Analysis
- Catalysis for Biomass Conversion
- Molecular spectroscopy and chirality
- Enzyme Catalysis and Immobilization
- Chemistry and Chemical Engineering
- Synthetic Organic Chemistry Methods
- Organic Chemistry Cycloaddition Reactions
- Asymmetric Hydrogenation and Catalysis
- Insect and Pesticide Research
- Synthesis and biological activity
- Crystallography and molecular interactions
- Chemical Reactions and Mechanisms
- Pesticide Exposure and Toxicity
- Chemical Safety and Risk Management
- Human Rights and Immigration
- Microwave-Assisted Synthesis and Applications
- Synthesis of heterocyclic compounds
- Analytical Chemistry and Chromatography
National University of Rosario
2013-2023
Consejo Nacional de Investigaciones Científicas y Técnicas
2012-2023
Translational Research Platform for Veterinary Biologicals (India)
2021-2023
International Society for Technology in Education
2021-2023
Walter de Gruyter (Germany)
2021-2023
Naver (South Korea)
2021-2023
University of Groningen
2021-2023
MyScience (United Kingdom)
2021
Instituto de Química y Fisicoquímica Biológicas
2021
Centro Científico Tecnólogico - Rosario
2016-2019
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTIntimate mechanism of oxidative addition to zerovalent palladium complexes in the presence halide ions and its relevance palladium-catalyzed nucleophilic substitutionsChristian Amatore, Anny Jutand, Alejandra SuarezCite this: J. Am. Chem. Soc. 1993, 115, 21, 9531–9541Publication Date (Print):October 1, 1993Publication History Published online1 May 2002Published inissue 1 October...
The need to find sustainable alternatives reduce the dependence on fossil sources has led significant research efforts conversion of biomass into platform chemicals. Modern organic chemistry requires easily obtainable chiral building blocks that show high chemical versatility for their application in synthesis enantiopure compounds. selective pyrolytic cellulose or cellulose‐containing materials produces levoglucosenone, a highly functionalized structure. This compound been innovatively used...
The microwave-assisted pyrolysis of cellulose towards its conversion into levoglucosenone is reported. An experimental design approach was used to find the variables involved in this transformation. Using we established optimal conditions obtain maximum yield product.
The assignment of the relative configuration spiroepoxides or related quaternary carbon-containing oxiranes can be troublesome and difficult to achieve. use GIAO NMR shift calculations provide helpful assistance in challenging cases structural elucidation. In this regard, DP4 probability is one most popular methods employed when only set experimental data available, though modest results were obtained dealing with spiroepoxides. Recently, we introduced an improved (DP4+) that includes both...
Cellulose-derived chiral pyrrolidines were synthesized in excellent yields, regioselectivities, and stereoselectivities via a 1,3-dipolar cycloaddition reaction between levoglucosenone azomethine ylides. An unprecedented isomerization event led to new family of with an unusual relative stereochemistry. Preliminary results showed that these compounds are promising organocatalysts for iminium ion-based asymmetric Diels-Alder reactions.
An efficient organocatalyst for iminium-ion based asymmetric Diels-Alder (DA) reactions has been rationally designed. The most influential structure-activity relationships were determined experimentally, while DFT calculations and NMR studies provided further mechanistic insight. This knowledge guided an in silico screening of 62 different catalysts using ONIOM(B3LYP/6-31G*:AM1) transition-state modeling, which showed good correlation between theory experiment. top-scored compound was easily...
The design and synthesis of biomass-derived triazoles the in vitro evaluation as potential anticancer agents are described. discovery base-catalyzed retro-aza-Michael//aza-Michael isomerizations allowed exploration chemical space by affording novel types triazoles, difficult to obtain otherwise. Following this strategy, 2,4-disubstituted 1,2,3-triazoles could be efficiently obtained from corresponding 1,4-disubstituted analogues.
Detailed quantum chemical calculations, experimental evidence, and NMR data rationalize the participation of π-stacking interaction in highly asymmetric Diels−Alder reaction using levoglucosenone derived internal chiral auxiliaries, including appealing effect inversion enantioselectivity by coordination substrate with Et2AlCl.
Modern organic chemistry requires easily obtainable chiral building blocks that show high chemical versatility for their application in the synthesis of enantiopure compounds. Biomass has been demonstrated to be a widely available raw material represents only abundant source renewable carbon. Through pyrolitic conversion cellulose or cellulose-containing materials it is possible produce levoglucosenone, highly functionalized structure. This compound innovatively used as template key...
A new chiral auxiliary derived from levoglucosenone is reported. The compound obtained by a cycloaddition reaction with 9-methoxy methylanthracene followed diastereoselective reduction of the C-2 keto function. has been used as template in an asymmetric Diels−Alder corresponding acrylic ester derivative cyclopentadiene. results showed excellent diastereomeric excess even at room temperature when was promoted Et2AlCl Lewis acid.
Chiral acrylic esters derived from biomass were developed as models to have a better insight in the aryl–vinyl π-stacking interactions. Quantum chemical calculations, NMR studies and experimental evidences demonstrated presence of equilibriums at least four different conformations: π-stacked face-to-edge, each them an s-cis/s-trans conformation. The results show that stabilization produced by π–π interaction makes conformation predominant solution this is slightly affected electron density...
One-pot selective hydrogenation of levoglucosenone to Cyrene and levoglucosanol was successfully carried out by using Pd/ZrO<sub>2</sub> Pt/ZrO<sub>2</sub> catalysts, respectively.
The discovery of efficient organocatalysts is generally carried out by thorough experimental screening different candidates. We recently reported an organocatalyst for iminium-ion-based asymmetric Diels–Alder reactions following a rational design approach. This result encouraged us to test this optimal catalyst in the mechanistically related Friedel–Crafts alkylation indoles, but our surprise, almost null enantioselectivity was observed. results did not significantly improve with...
The cycloaddition reactions of 9-substituted anthracenes and levoglucosenone were investigated under microwave irradiation conventional heating conditions. Considering time, yields, regioselectivity, technology has proven to be an ideal tool achieve this chemical transformation. [reaction: see text].
A sterereospecific and efficient synthesis of thiosugars derived from levoglucosenone methyl α‐ d ‐glucopyranoside was developed by a domino epoxide ring opening‐ xanthate migration to afford 1,3‐oxathiolane‐2‐thiones in high yields. The stereochemical outcome the new C–S bond defined configuration starting materials. were subsequently submitted second tandem reaction affording corresponding 2,3‐episulfide alcohols. obtained are useful building blocks for thiooligosaccharides with potential...