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...

Modern organic synthesis requires easily obtainable chiral building blocks that show high chemical versatility for their application in diverse synthetic processes. The main purpose of this review is to present a survey the scientific literature on levoglucosenone chemistry provide an up-to-date different stereoselective strategies construction biologically important compounds, inductors or templates synthesis. Keywords: Levoglucosenone, biomass, cellulose, carbohydrates, green chemistry,...

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.

Electroactive end-capped dendritic macromolecules were designed and synthesized. Their structures contain triphenylamine moieties as part of the core or dendrons. The electrogenerated films produced with these monomers behaved conductive polymers that can be reversible charged, both in peripheral units. design dendrimer introduction systematic changes allows to establish relationships between their electro-optical properties molecular structural parameters. polymeric material hold good...

Various international perspectives from selected regions where substantial work is being done on green and sustainable chemistry education emphasize a systems thinking framework. Common to most of the inclusion more global paradigms involving economic, environmental, political, social aspects as fundamental issues in formerly merely technical scientific discussions, well development laboratory experiences, training sessions, written materials, discussion meetings, conferences. We include...

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.

The heptapeptide, FTLDADF, identical in sequence to the last seven amino acid residues of carboxyl terminus R2 subunit mouse ribonucleotide reductase (RR), and its N α ‐acetyl derivative both inhibit calf thymus RR. is considerably more potent, displaying a K i 20 μM. same was found for N‐AcFTLDADF inhibition reconstituted from R1 R2, indicating that C‐termini might be identical. Our results, taken together with previous results others on viral RR, suggest RRs by peptides mimicking...

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...

Structurally related triazolic dendrimers were efficiently synthesized applying CuAAC reaction.

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/ZrO₂ Pt/ZrO₂ catalysts, respectively.

The (5S, 6R)-configurated title compound 1 is of interest as a biologically active metabolite arachidonic acid. A method for the synthesis which also can be extended to enantiomer and two diastereomers now makes these compounds readily accessible in amounts satisfactory enough biological experiments.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSynthesis of 19,19,20,20,20-pentadeuteriolipoxin A4 methyl ester and 19,19,20,20,20-pentadeuteriarachidonic acid. Agents for use in the quantitative detection naturally occurring eicosanoidsB. E. Marron, R. A. Spanevello, M. Elisseou, C. N. Serhan, K. NicolaouCite this: J. Org. Chem. 1989, 54, 23, 5522–5527Publication Date (Print):November 1, 1989Publication History Published online1 May 2002Published inissue 1 November...

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...