Search results for "Lewis"
showing 10 items of 271 documents
3.13 Carbohydrate Derived Auxiliaries: Amino Sugar and Glycosylamine Auxiliaries
2012
The stereodifferentiating potential of carbohydrate auxiliaries is illustrated by examples of oxazolidinones derived from amino sugars and aldimines of glycosylamines. Taking advantage of the bicyclic structure of amino sugar-derived oxazolidinones, reactions of their unsaturated or deprotonated N -acyl derivatives show an efficient exo - versus endo -differentiation. High diastereoselectivity is achieved in the syntheses of β -branched or α -substituted carboxylic acid derivatives. Imines of glycosylamines, in particular of 2,3,4,6-tetra- O -pivaloyl- β - d -galactopyranosylamine, are characterized by a conformation stabilized through the exo -anomeric effect and by their ability to coordi…
Highly regioselective synthesis of a 3-O-sulfonated arabino Lewisa asparagine building block suitable for glycopeptide synthesis
2006
Using the stannylene method, the trisaccharide 2-acetamido-3-O-[6-O-benzyl-beta-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-beta-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-beta-D-glucopyranosyl azide was regioselectively sulfonated and, after reduction of the anomeric azide, coupled to Fmoc alpha-allyl aspartate. After Pd(0)-catalyzed deallylation, the sulfatyl Lewis(a) asparagine building block was obtained, suitable for solid-phase glycopeptide synthesis applying the fluoride labile PTMSEL linker system.
Chemical and chemoenzymatic synthesis of glycopeptide selectin ligands containing sialyl Lewis X structures.
2010
Synthesis of tumor-associated glycopeptide antigens.
2002
Carbohydrates and peptides linked together in glycoproteins constitute important components of the molecular communication between cells in multicellular organisms. Cell morphogenesis and tumorigenesis are accompanied by changes in the glycoprotein profiles of the outer cell membranes. Glycopeptide fragments of glycoproteins that have altered structures in tumor cells are of interest as tumor-associated antigens for the distinction between normal cells and tumor cells. In contrast to glycoproteins isolated from biological sources, synthetic glycopeptides are obtained in pure form and exactly specified structures. The methods developed for the synthesis of glycopeptides with tumor-associated…
New heterogeneous catalysts for greener routes in the synthesis of fine chemicals
2007
Abstract New strong Lewis acid SnTf-MCM-41 and SnTf-UVM-7 catalysts with unimodal and bimodal pore systems were prepared in a two-step synthesis in which the triflic acid (Tf) was incorporated to previously synthesized mesoporous tin-containing silicas. The Sn incorporation inside the pore walls was carried out through the Atrane method. The SnTf-UVM-7 catalysts were prepared by aggregating nanometric mesoporous particles defining a hierarchic textural-type additional pore system. Following these procedures, catalysts with different Si/Sn ratios—21.8 to 50.8 for SnTf-MCM-41 and 18.4 for SnTf-UVM-7—were prepared. These new materials were tested in the acylation of aromatic sulfonamides using…
2018
Tetrel bonding is the noncovalent interaction of group IV elements with electron donors. It is a weak, directional interaction that resembles hydrogen and halogen bonding yet remains barely explored. Herein, we present an experimental investigation of the carbon-centered, three-center, four-electron tetrel bond, [N–C–N]+, formed by capturing a carbenium ion with a bidentate Lewis base. NMR-spectroscopic, titration-calorimetric, and reaction-kinetic evidence for the existence and structure of this species is reported. The studied interaction is by far the strongest tetrel bond reported so far and is discussed in comparison with the analogous halogen bond. The necessity of the involvement of …
Reconsidering TOF calculation in the transformation of epoxides and CO2 into cyclic carbonates
2020
Abstract The combination of Lewis acids and Lewis bases, currently defined as catalysts and co-catalysts (or promoter) respectively, in the reaction between epoxides and CO2 to give cyclic carbonates, is discussed, starting from examples in which the Lewis base was used in larger amount with respect to the Lewis acid. In these cases, turnover frequency (TOF) values have been usually calculated taking into account solely the amount of the Lewis acid employed. The occurrence of two distinct reaction pathways, one catalysed by the sole Lewis base and the other one catalysed by the Lewis acid/Lewis base couple, in which the Lewis acid alone does not play a catalytic role, should bring researche…
El manuscrito del 'Cancionero de Baena' (PN1) : Descripción codicológica y evolución histórica
2018
The present article attempts to establish as accurately as possible the chronological trajectory of the unique codex of the Cancionero de Baena (PN1 in the Dutton nomenclature). It begins with a detailed examination of the codicological aspects of the manuscript, which serve to date its origin to around 1465. This origin, combined with the historical data, supports a conjecture that the manuscript probably belonged to Gonzalo de Beteta, an official of both Enrique IV and the Catholic Kings. It would have passed from him to his grandson, Jorge de Beteta y Cardenas, who gave it to the Real Biblioteca de El Escorial in 1576. The article then follows the vicissitudes of the manuscript from its …
La traducció catalana de Siwan de Saunders Lewis als "Quaderns de Teatre" de l'Agrupació Dramàtica de Barcelona i Joan Oliver
2009
L'obra teatral Siwan, de l'escriptor, activista i polític nacionalista gal· les Saunders Lewis (1893-1985), fou traduida al catala per Ferran de Poi i Esyllt T. Lawrence. La va editar Joan Olivera la col·lecció 'Quadems de Teatre' de l'Agrupació Dramatica de Barcelona el 1962. Siwan (tradu'ida amb el títol catala de La corda del penjat) és un drama historie, tot i que !'autor sempre el qualificava com a poema, basat en fets de la historia medieval gal·lesa. La traducció catalana fou un primer intent de normalitzar les relacions literaries catalanogaHeses,en les quals fou pont imprescindible Esyllt T. Lawrence.
Lewis acid-catalyzed Beckmann rearrangement of ketoximes in ionic liquids
2009
Abstract The Beckmann rearrangement of five ketoximes was done in 17 different ionic liquids by using four Lewis acids. The effect of the type of cation and the type of anion in the ionic liquid on the rate of the rearrangement reaction and product composition is compared and discussed. The effects of the hydrophobicity and the hydrogen bonding ability of ionic liquids on the rearrangement of ketoximes were investigated, as well as the catalytical activity of the Lewis acids.