Efficient Metal-Catalyzed Direct Benzylation and Allylic Alkylation of 2,4-Pentanediones
نویسندگان
چکیده
منابع مشابه
Efficient palladium-catalyzed asymmetric allylic alkylation of ketones and aldehydes.
Palladium-catalyzed asymmetric allylic alkylation of ketones, via enamines generated in situ as nucleophiles, were carried out smoothly with chiral metallocene-based P,N-ligands. Under the same conditions, however, reactions of aldehydes could hardly be observed. Subsequently, this obstacle was resolved by using chiral metallocene-based P,P-ligands. Both ketones and aldehydes afforded excellent...
متن کاملEnantioselective transition metal-catalyzed allylic
tions have been developed as fundamentally important crosscoupling reactions. In general, the heteroatom nucleophiles in these reactions have been largely limited to alkylamines, anilines, carboxylates and phenols. Our laboratory is interested in searching the synthetically useful heteroatom nucleophiles for the synthesis of functionalized allylic compounds (Fig. 1). As our successful examples,...
متن کاملPalladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Cyclopentanones
The first general method for the enantioselective construction of all-carbon quaternary centers on cyclopentanones by enantioselective palladium-catalyzed decarboxylative allylic alkylation is described. Employing the electronically modified (S)-(p-CF3)3-t-BuPHOX ligand, α-quaternary cyclopentanones were isolated in yields up to >99% with ee's up to 94%. Additionally, in order to facilitate lar...
متن کاملPalladium-catalyzed decarboxylative allylic alkylation of diastereomeric β-ketoesters.
The palladium-catalyzed decarboxylative allylic alkylation of diastereomeric β-ketoesters derived from 4-tert-butylcyclohexanone is described. These experiments were performed to elucidate our understanding of stereoablative enantioconvergent catalysis. A detailed analysis of the product distribution, including stereochemical outcome of the products, is included. These studies also reveal an in...
متن کاملPalladium catalyzed allylic C-H alkylation: a mechanistic perspective.
The atom-efficiency of one of the most widely used catalytic reactions for forging C-C bonds, the Tsuji-Trost reaction, is limited by the need of preoxidized reagents. This limitation can be overcome by utilization of the recently discovered palladium-catalyzed C-H activation, the allylic C-H alkylation reaction which is the topic of the current review. Particular emphasis is put on current mec...
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ژورنال
عنوان ژورنال: ChemInform
سال: 2007
ISSN: 0931-7597,1522-2667
DOI: 10.1002/chin.200729069