The palladium-catalyzed intermolecular Heck-type reaction of both cyclic and acyclic epoxides is reported with tolerance of typical polar groups and acidic protons. Suitable alkenes include styrenes, conjugate dienes, and some electron-deficient olefins. In reactions of aliphatic terminal epoxides, ring opening occurs selectively at terminal positions, and stereocenters of epoxides are fully retained. Mechanistic studies provide evidence for in situ conversion of epoxides to <i>β-</i>halohydrins, generation of alkyl radicals, and radical addition to alkenes as key steps. Cyclovoltammetric determination of reduction potentials suggests that during activation of alkyl iodides by palladium(0) complexes, inner-sphere halogen abstraction is more...
The isolation of sigma-alkylpalladium Heck intermediates, possible when beta-hydride elimination is ...
We found that elemental iodine and bromine are converted to trihalide nucleophiles (triiodine and tr...
Epoxides are versatile intermediates in organic synthesis, but have rarely been employed in cross-co...
The palladium-catalyzed intermolecular Heck-type reaction of both cyclic and acyclic epoxides is rep...
The palladium-catalyzed intermolecular Heck-type reaction of both cyclic and acyclic epoxides is rep...
My graduate study has been focused on the development of transition metal-catalyzed reactions, espec...
An efficient palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides ...
The Heck reaction is one of the most appreciated methods for carbon-carbon bond formation. Due to it...
An unusual palladium hydride complex has been shown to be a competent catalyst in the isomerization ...
I. Palladium-Catalyzed Reactions of Unactivated Alkyl Electrophiles An overview of palladium-catalyz...
This dissertation describes two types of palladium-catalyzed cross-coupling reactions that achieve ...
This report summarizes our findings during the study of a novel homogeneous epoxidation catalyst sys...
A new type of intermolecular alkylative olefination of unactivated olefins and alkyl halides has bee...
I. Cross-Coupling Reactions with Alkyl Electrophiles An overview of the application of alkyl electro...
Thesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, September 2007."August 200...
The isolation of sigma-alkylpalladium Heck intermediates, possible when beta-hydride elimination is ...
We found that elemental iodine and bromine are converted to trihalide nucleophiles (triiodine and tr...
Epoxides are versatile intermediates in organic synthesis, but have rarely been employed in cross-co...
The palladium-catalyzed intermolecular Heck-type reaction of both cyclic and acyclic epoxides is rep...
The palladium-catalyzed intermolecular Heck-type reaction of both cyclic and acyclic epoxides is rep...
My graduate study has been focused on the development of transition metal-catalyzed reactions, espec...
An efficient palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides ...
The Heck reaction is one of the most appreciated methods for carbon-carbon bond formation. Due to it...
An unusual palladium hydride complex has been shown to be a competent catalyst in the isomerization ...
I. Palladium-Catalyzed Reactions of Unactivated Alkyl Electrophiles An overview of palladium-catalyz...
This dissertation describes two types of palladium-catalyzed cross-coupling reactions that achieve ...
This report summarizes our findings during the study of a novel homogeneous epoxidation catalyst sys...
A new type of intermolecular alkylative olefination of unactivated olefins and alkyl halides has bee...
I. Cross-Coupling Reactions with Alkyl Electrophiles An overview of the application of alkyl electro...
Thesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, September 2007."August 200...
The isolation of sigma-alkylpalladium Heck intermediates, possible when beta-hydride elimination is ...
We found that elemental iodine and bromine are converted to trihalide nucleophiles (triiodine and tr...
Epoxides are versatile intermediates in organic synthesis, but have rarely been employed in cross-co...