Eiji Yoshikawa

Palladium-Catalyzed Intermolecular Controlled Insertion of Benzyne-Benzyne-Alkene and Benzyne-Alkyne-Alkene—Synthesis of Phenanthrene and Naphthalene Derivatives

Aryne reagents, unlike alkynes, undergo insertion by allyl palladium complexes. The verification of the conversion described here is shown using Equation (1) as an example. The reaction proceeds in a few hours in refluxing acetonitrile to give the phenanthrene derivative in up to 71 % yield.

Palladium catalyzed co-trimerization of benzyne with alkynes. A facile method for the synthesis of phenanthrene derivatives

Abstract A facile method for the synthesis of phenanthrene derivatives by the palladium catalyzed co-trimerization of benzyne with alkynes is described.

Palladium-catalyzed reaction of arynes with a bis-π-allyl palladium complex. An efficient method for the synthesis of 1,2-diallylated derivatives of benzene

Abstract Palladium-catalyzed reaction of arynes with a bis-π-allyl palladium complex, an amphiphilic catalytic allylating agent, afforded 1,2-diallylated derivatives of benzene in good yields.

The first addition of silyl enol ethers to internal unactivated alkynes

Abstract The EtAlCl 2 -mediated intramolecular addition of silyl enol ethers to both terminal and internal unactivated alkynes, bearing alkyl and phenyl susbstituents at the alkyne moiety, proceeded exclusively in the endo -fashion to give mono- and bicyclic β,γ-unsaturated ketones in good to excellent yields. The mechanism of this regiospecific Lewis acid-assisted carbocyclization is proposed.

Lewis acid-catalyzed trans-carbosilylation of alkynes with propargyl- and allenyltrimethylsilanes

Lewis acid-catalyzed trans-carbosilylation of alkynes with propargyl- and allenyltrimethylsilanes produces the corresponding silylated 1,4-enynes and vinylallenes regio- and stereoselectively.