Search results for "double bond"

Synthesis of ?-fucosyl glycosides and disaccharides using 4-methoxybenzyl (Mpm) protected fucosyl donors

1992

The 4-methoxybenzyl (Mpm) group removable by selective oxidation was applied as a nonneighbouring-group-active protection of fucose hydroxy functions in the stereoselective synthesis of α-fucosides of acceptors containing double bonds sensitive to hydrogenation. With this aim, the synthesis of the α-fucosyl chloride (4) carrying the acidsensitive Mpm protection was elaborated.

1982

p-Cresol and eight oligo[(hydroxyphenylene)methylene] compounds 1b–e and 4a–d could be esterified with good yields with acryloyl chloride or propionyl chloride, respectively, in the presence of triethylamine. The simple and multiple acrylates and propionates were characterized by determination of their molar masses, elemental analyses, hydrogenation of the CC double bonds in the acrylate groups, and by their IR- and UV-spectra. No steric hindrance could be ascertained. Acrylates with more than three phenolic units in their molecules were found to have a range of melting, whereas all the propionates possess sharp melting points. This can be explained by polymerization of the acrylates which …

Die zweifache unterdrückung der polymerisation einiger bis(methacrylsäureester) mittels radikalischer additionsreaktionen

1973

Aus Hydrochinon, Resorcin, Dihydroxydiphenylen und Dihydroxynaphthalinen wurden mit Methacrylsaurechlorid Bis(methacrylsaureester) hergestellt. Setzte man diese in siedendem Benzol mit groser Verdunnung gelosten Ester dem Angriff von Radikalen aus α.α′-Azoisobuttersauredinitril (Primarradikale) aus, dessen Uberschus in Beziehung zum Ester mindestens zwanzigfach molar war, so erhielt man mittels saulenchromatographischer Trennung Verbindungen, bei denen je olefinische Doppelbindung zwei Primarradikale addiert waren (unterdruckte Polymerisation). Die Struktur dieser Produkte wurde mittels Elementaranalyse, Molekulargewichtsbestimmung, IR- und 1H-NMR-Spektren bewiesen. Demnach kann die Polymer…

ChemInform Abstract: Synthesis of Plagiochiline N from Santonin.

2010

This article reports the transformation of O-acetylisophotosantonin, obtained by photochemical rearrangement of santonin, into plagiochiline N, an ent-2,3-secoaromadendrane isolated from Plagiochila ovalifolia. The synthesis was carried out in a sequence involving as the key steps (a) the substitution of the lactone moiety by a gem-dimethylcyclopropane ring through a synthetic intermediate having a C(6)-C(7) double bond and (b) the ozonolysis of the C(2)-C(3) bond followed by cyclization to the dihydropyran ring characteristic of plagiochiline N. Spectroscopic data of the synthetic product fully coincided with the reported data for the natural product.

Cycloaddition of benzothiete and electron-deficient nitriles

1991

The o-quinoid 8π electron system 2, generated by thermal ring opening of benzothiete (1), enters regio-specific [8π + 2π] cycloaddition reactions with electron-deficient nitriles 3a-d, yielding the 4H-1,3-benzothiazines 4a-d. A competitive dimerization of 1 leads to 1,5-dibenzo[b,f]dithiocin (5). Depending on the nitrile further competitive or subsequent reactions (2 + 3b 7b, 2 + 3d 4d 8d) can occur. The cycloadducts 10e and 11e gained from 3e anticipate a primary cleavage of 3e to methylisothiocyanate 9e which reacts at the CN double bond as well as at the CS double bond.

Rearrangement of Germacranolides. Synthesis and Absolute Configuration of Elemane and Heliangolane Derivatives from Cnicin

2003

A study of the Cope rearrangement of 15-oxo-germacranolides to 15-oxo-elemanolides has been carried out. The synthesis of two natural elemanolides, isolated from Centaurea paui, and an efficent isomerization of the C-4/C-5 double bond of 15-oxo-germacranolides to form heliangolides are reported. The absolute configuration of all the compounds has been ascertained. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

Coordination complexes of chromium(0) with a series of 1,3-diphenyl-6-arylfulvenes

2018

The synthesis and structural properties of a series of chromium tricarbonyl `piano-stool' complexes bearing substituted pentafulvene ligands were studied. The complexes, tricarbonyl(1,3,6-triphenylfulvene)chromium(0) benzene hemisolvate, [Cr(C24H18)(CO)3]·0.5C6H6 (I), tricarbonyl[1,3-diphenyl-6-(3-vinylphenyl)fulvene]chromium(0), [Cr(C26H20)(CO)3] (II), and tricarbonyl[1,3-diphenyl-6-(pyren-1-yl)fulvene]chromium(0), [Cr(C34H22)(CO)3] (III), each have a distorted octahedral geometry, with the fulvene coordinated in a π–η2:π–η2:π–η2 fashion. Significant deviation of the exocyclic fulvene double bond from the cyclopentadiene plane accompanies coordination. Evidence of non-covalent π–π interact…

Crystal structure of diethyl (E)-2-[(benzofuran-2-yl)methylidene]succinate

2015

The title compound, C17H18O5, was synthesized by a base-free catalytic Wittig reaction. The molecule consists of a diethyl itaconate unit, which is connectedviathe C=C double bond to a benzofuran moiety. The benzofuran ring system (r.m.s. deviation = 0.007 Å) forms dihedral angles of 79.58 (4) and 12.12 (10)° with the mean planes through thecisandtransethoxycarbonyl groups, respectively. An intramolecular C—H...O hydrogen bond involving the O atom of the benzofuran moiety is observed. In the crystal, molecules are linked into ribbons running parallel to thebaxis by C—H...O hydrogen bonds.

Crystal structure of (E)-4-methoxy-2-{[(5-methylpyridin-2-yl)imino]methyl}phenol

2015

The molecule of the title Schiff base compound, C14H14N2O2, displays anEconformation with respect the imine C=N double bond. The molecule is approximately planar, with the dihedral angle formed by the planes of the pyridine and benzene rings being 5.72 (6)°. There is an intramolecular hydrogen bond involving the phenolic H and imine N atoms.

(E)-1-(1,3-Benzodioxol-5-yl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one

2017

The molecule of the title compound C19H18O6, adopts anEconformation about the C=C double bond and the C—C=C—C torsion angle is −179.30 (16)°. The molecule is nearly planar, as indicated by the dihedral angle of 6.99 (6)° between the benzene ring and the benzodioxalane ring. In the crystal, molecules are linkedviaweak C—H...O hydrogen bonds, forming zigzag chains propagating along thebaxis.