Asymmetric Heck-Type Reaction Utilizing Hypervalent Alkenyliodonium Salt.

Phosphite-oxazole/imidazole ligands in asymmetric intermolecular Heck reaction.

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...

Desymmetrization of cyclic olefins via asymmetric Heck reaction and hydroarylation.

An asymmetric Heck reaction allows desymmetrization of substituted cyclic olefins in high dr and ee. A bisphosphine oxide is uniquely stereoselective for this purpose. Desymmetrization of bicyclic olefins via hydroarylation can also be realized in high ee.

The asymmetric intramolecular Heck reaction in natural product total synthesis.

Highly active catalysts of bisphosphine oxides for asymmetric Heck reaction.

Bisphosphine oxides formed highly active asymmetric Heck catalysts, which were applied in asymmetric synthesis of pharmacologically active azacycles. Olefin insertion proceeded via cis pathways, different from P,N-ligands.

Palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides

An efficient palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides has been developed. The reaction proceeds under mild reaction conditions with high efficiency and excellent functional group tolerance, even towards formyl and hydroxy groups. Preliminary mechanistic studies reveal that a secondary trifluoromethylated alkyl radical is involved in the reaction.