Nickel-Catalyzed, Carbonyl-Ene-Type Reactions: Selective for Alpha Olefins and More Efficient with Electron-Rich Aldehydes
作者:Chun-Yu Ho、Sze-Sze Ng、Timothy F. Jamison
DOI:10.1021/ja061471+
日期:2006.4.1
carbonyl-ene-type reactions, including those between alpha olefins and aromatic aldehydes. Catalyzed by nickel, these processes complement existing Lewis acid-catalyzed methods in several respects. Not only are monosubstituted alkenes, aromatic aldehydes, and tert-alkyl aldehydes effective substrates, but monosubstituted olefins also react faster than those that are more substituted, and large or electron-rich
Nickel-Catalyzed Coupling of Alkenes, Aldehydes, and Silyl Triflates
作者:Sze-Sze Ng、Chun-Yu Ho、Timothy F. Jamison
DOI:10.1021/ja062866w
日期:2006.9.1
two recently developed nickel-catalyzed coupling reactions of alkenes, aldehydes, and silyl triflates is presented. These reactions provide either allylic alcohol or homoallylic alcohol derivatives selectively, depending on the ligand employed. These processes are believed to be mechanistically distinct from Lewisacid-catalyzed carbonyl-ene reactions, and several lines of evidence supporting this hypothesis
Simple Alkenes as Substitutes for Organometallic Reagents: Nickel-Catalyzed, Intermolecular Coupling of Aldehydes, Silyl Triflates, and Alpha Olefins
作者:Sze-Sze Ng、Timothy F. Jamison
DOI:10.1021/ja055363j
日期:2005.10.1
A nickel-catalyzed method for the three-componentcoupling of alkenes (ethylene and alpha olefins), aldehydes, and silyl triflates is described, and this process represents the first catalytic method for coupling aldehydes and alkenes to give allylic alcohol derivatives. Conceptually, the alkene functions as a replacement for an alkenylmetal reagent.