New Addition Reactions. I. Reaction of Epoxides with Ketene

Cu-catalyzed cross-coupling reactions of epoxides with organoboron compounds.

A copper-catalyzed cross-coupling reaction of epoxides with arylboronates is described. This reaction is not limited to aromatic epoxides, because aliphatic epoxides are also suitable substrates. In addition, N-sulfonyl aziridines can be successfully converted into the products. This reaction provides convenient access to β-phenethyl alcohols, which are valuable synthetic intermediates.

Heterogeneous reactions of epoxides in acidic media.

Epoxides have recently been identified as important intermediates in the gas phase oxidation of hydrocarbons, and their hydrolysis products have been observed in ambient aerosols. To evaluate the role of epoxides in the formation of secondary organic aerosols (SOA), the kinetics and mechanism of heterogeneous reactions of two model epoxides, isoprene oxide and α-pinene oxide, with sulfuric acid...

Reaction of [60]fullerene with trans-epoxides: a theoretical study.

The experimental results of the reaction of C60 with carbonyl ylides generated from trans-epoxides, which afforded cis-products exclusively or predominantly, can be explained well by computational investigation of the proposed reaction mechanism. Our theoretical calculations demonstrate that only cis-carbonyl ylides can be formed directly from trans-epoxides, in compliance with the Woodward-Hof...

Catalytic, asymmetric reactions of ketenes and ketene enolates.

Aldol type Condensation Reactions of Acyl Ketene Dithioacetals