We report an effective synthetic protocol to access [6,6]-bicyclic lactone moieties through a regio- and stereoselective intramolecular Mizoroki-Heck cross-coupling reaction followed by a 6π-electrocyclization. This method enabled the first synthesis of the elusive CD fragment of the Erythrina alkaloid DHβE. Preliminary pharmacological evaluations support the notion that the key pharmacophores ...

A novel, one-pot allylboration-Heck reaction of 2-bromobenzaldehydes has been developed for the general and efficient synthesis of 3-methyleneindan-1-ols. Modification of the one-pot procedure to include chiral Brønsted acid catalyzed allylation has allowed the preparation of these building blocks in high enantioselectivity and excellent yields.

We describe the application of a new class of ligands--the phosphite-oxazole/imidazole (L1-L5a-g)--in asymmetric intermolecular Pd-catalyzed Heck reactions under thermal and microwave conditions. These ligands combine the advantages of the oxazole/imidazole moiety with those of the phosphite moiety: they are more stable than their oxazoline counterparts, less sensitive to air and other oxidizin...

A new immobilized palladium-pyridine complex on γ-Fe2O3 magnetic nanoparticles was synthesized and characterized by SEM, TEM, TGA, ICP, XPS, XRD, FT-IR and CHN analysis. The catalytic activity of synthesized catalyst has been investigated in Heck, Suzuki and Sonogashira coupling reactions using a series of aryl halides. The catalyst was easily isolated from the reaction mixture by an external m...

Heck reaction catalyzed by cobalt hollow nanospheres has been developed; the coupling of alkenes with aryl iodide or aryl bromide in the presence of potassium carbonate provides the corresponding products with moderate to good yields, which reveals obvious advantages such as low-cost catalyst, ligand-free condition, the recyclability of the catalyst and simple experimental operation.

Upper rim substituted tetra-acrylamido-calix[4]arenes have been synthesised using the palladium catalysed Heck reaction; the compounds display solvent dependent aggregation in solution to form dimeric capsules stabilised by only eight amide C=O-H-N hydrogen bonds and pi-pi interactions.

A concise asymmetric synthesis of (-)-halenaquinone is described. The synthesis features a diastereoselective Heck cyclization to set a quaternary center as well as a novel intramolecular inverse-electron-demand Diels-Alder reaction involving a vinyl quinone. The synthesis is highly convergent and features a minimal amount of protecting group manipulations.

The synthesis of a new 2,2'-bipyridyl functionalized oligovinylenephenylene (OVP-5) containing a methyl protected thiol using Heck coupling and the Horner-Wadsworth-Emmons reaction and is described. A key step involving a diisopropylcarbodiimide promoted dehydration of a stable β-hydroxyphosphonate intermediate was identified. The structure of precursor E-(4-(4-bromostyryl)phenyl)(methyl)sulfan...