Search results for "Lactone"
showing 10 items of 335 documents
An Easy Way Towardɛ-Caprolactone Macromonomers by Microwave Irradiation Using Early Lanthanide Halides as Catalysts
2002
Poly(e-caprolactone) macromonomers were synthesized under microwave irradiation from commercial caprolactone, using commercial hydrated lanthanide halides as catalysts. The molecular weight of the polymers was in the range 3 000–5 000. Higher molecular weights (5 000–20 000) and lower polydispersity indices were obtained with THF adducts of the lanthanide halides as catalysts and also by applying longer reaction times or using diethylene glycol as a coupling reagent.
Sesquiterpene lactones and lignans from Artemisia arborescens
1997
The aerial parts of Artemisia arborescens yielded, in addition to several known compounds, a new guaianolide, a new homoditerpene endoperoxide, a new lignan of the sesamin type and a new azulene derivative.
Preparation and mechanical characterization of polycaprolactone/graphene oxide biocomposite nanofibers
2016
Biocomposite nanofiber scaffolds of polycaprolactone (PCL) filled with graphene oxide (GO) were prepared using electrospinning technology. Morphological and mechanical properties of the scaffolds were characterized in dry and wet environment. The results showed that the successful incorporation of GO nanosheets into PCL polymer nanofibers improved their mechanical properties. Furthermore it was demonstrated the higher performance achieved when GO is filled at low concentration in the nanofibers.
Nanoscale Blends between Immiscible Polymers via Simultaneous Non-Interfering Polymerisation
2005
An important topic in polymer science seeks to improve the performances of polymer blends using nanoscale phase segregation. Here, blends between polystyrene and polycaprolactone are realised by a chemical route. The non-interfering character of the radical polymerisation of styrene and the lanthanide halide initiated ring-opening polymerisation of caprolactone is assessed. The molecular weights range from 2 000 to 3 500 for polycaprolactone and up to 140 000 for polystyrene, with reasonable polydispersity indexes. From calorimetry measurements, it is shown that polystyrene and low molecular weight polycaprolactone are immiscible. The morphology of the blends between the two immiscible poly…
Modular approach toward bioactive fiber meshes carrying oligosaccharides
2010
A modular strategy toward (bio)functional nanofiber meshes by electrospinning is described. In contrast to commonly established, multistep protocols or complex spinning setups, a straightforward single-step procedure is investigated to obtain polymer nanofibers with pentafluorophenyl (Pfp)-activated esters on the surface. The aim was to electrospin, for the first time, poly(pentafluorophenyl methacrylate) (PPfpMA) and PPfpMA/poly(epsilon-caprolactone) (PCL) blends, resulting in reactive nanofibers with fiber surfaces that can be functionalized with suitable bioactive entities. While PPfpMA fibers are brittle the spinning of PCL/PPfpMA blends leads to improved mechanical stability of the obt…
Production of Dicarboxylic Acids and Flagrances by Yarrowia lipolytica
2013
Yeasts are excellent biocatalysts in the field of alkane and fatty acids transformation into dicarboxylic acids and lactones. Their ability to produce some diacids through simple, less expensive and more environment friendly routes than chemical pathways and to produce particular diacids (e.g. unsaturated ones) but also to transform natural substrates into lactones with a natural label has made them the subject of many researches. Although Candida species were often first studied, the development of genetic tools, the knowledge of the genome and some genomic and biotechnological particularities of Yarrowia lipolytica resulted to interesting developments with this species. This chapter aims …
Stereoselective synthesis of the cytotoxic 14-membered macrolide aspergillide A.
2010
A stereoselective synthesis of the cytotoxic 14-membered macrolide aspergillide A has been performed. The preparation of a cis-2,6-disubstituted tetrahydropyran ring via stereoselective reduction of an intermediate cyclic hemiacetal was one key feature of the synthesis. The macrocyclic lactone ring was created by means of a ring-closing metathesis (RCM), whereby the new C=C bond displayed exclusively the undesired Z configuration. Conversion to the required E configuration was achieved via photochemical isomerization.
Regio- and diastereoselective fluorination of alicyclic β-amino acids.
2011
A regio- and stereoselective approach to fluorinated β-aminocyclohexene or cyclohexane esters has been developed, starting from a bicyclic β-lactam (1). The procedure involves six or seven steps, based on regio- and stereoselective iodolactonization, lactone opening and hydroxy–fluorine exchange. The method has been extended to the synthesis of fluorinated amino ester enantiomers.
Asymmetric synthesis of fluorinated amino macrolactones through ring-closing metathesis
2007
The synthesis of new chiral fluorinated amino and azamacrolactones of types 1 and 2 is described. A ring-closing metathesis (RCM) reaction constitutes the key step in this methodology, which uses fluorinated amino alcohols 7 as starting materials. The influence of the CF2 group, which is located in the alpha-position relative to the carbon bearing the amino group, on the efficiency of the RCM reaction is noteworthy. This method allows for the preparation of the desired fluorinated macrolactones in excellent yields.
On the structure of passifloricin A: asymmetric synthesis of the delta-lactones of (2Z,5S,7R,9S,11S)- and (2Z,5R,7R,9S,11S)tetrahydroxyhexacos-2-enoi…
2003
Stereoselective syntheses of the delta-lactone of (2Z,5S,7R,9S,11S)-tetrahydroxyhexacos-2-enoic acid, the structure reported for passifloricin A, and of its (5R)-epimer are described. The creation of all stereogenic centers relied upon Brown's asymmetric allylation methodology. The lactone ring was created via ring-closing metathesis. The NMR data of both synthetic products, however, were different from those of the natural product. The published structure of passifloricin A is thus erroneous and will require further synthetic work to be unambiguously assigned. [structure: see text]