Journal ArticleDOI
Palladium-catalyzed allylic alkylation using chiral hydrazones as ligands.
Takashi Mino,Masashi Shiotsuki,Nozomi Yamamoto,Tomoe Suenaga,Masami Sakamoto,Tsutomu Fujita,Masakazu Yamashita +6 more
TLDR
Palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate with a dimethyl malonate-BSA-LiOAc system and its derivatives has been successfully carried out in the presence of a new chiral hydrazone ligands in high yields with high enantioselectives.Abstract:
Palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (4) with a dimethyl malonate−BSA−LiOAc system and its derivatives has been successfully carried out in the presence of a new chiral hydrazone ligands such as 2-(diphenylphosphino)benzaldehyde SAMP hydrazone (DPPBA-SAMP) (3a) in high yields with high enantioselectives.read more
Citations
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Metal-catalyzed enantioselective allylation in asymmetric synthesis.
TL;DR: Metal-catalyzed enantioselective allylation, which involves the substitution of allylic metal intermediates with a diverse range of different nucleophiles or S(N)2'-type allylic substitution, leads to the formation of C-H, -C, -O, -N, -S, and other bonds with very high levels of asymmetric induction.
Journal ArticleDOI
Metallkatalysierte enantioselektive Allylierungen in der asymmetrischen Synthese
TL;DR: In this article, metallkatalysierte enantioselektive Allylierungen, die unter Substitution von Allylmetall-Zwischenstufen mit zahlreichen Nucleophilen oder als allylische SN2′-Substitution verlaufen, werden in Gegenwart ausgewahlter Kombinationen aus Metallen and chiralen Liganden C-H-, C-C-, C-, C O-, C N-, C S
Journal ArticleDOI
The SAMP-/RAMP-hydrazone methodology in asymmetric synthesis
Journal ArticleDOI
N,N-dialkylhydrazones in Organic Synthesis. From Simple N,N-dimethylhydrazones to Supported Chiral Auxiliaries
Ryszard Lazny,Aneta Nodzewska +1 more
TL;DR: The well-known properties of the carbonyl group render aldehydes and ketones prominent substrates in both C-C and C-heteroatom bond forming methodologies of organic synthesis.
Journal ArticleDOI
Phosphine-Free Hydrazone−Pd Complex as the Catalyst Precursor for a Suzuki−Miyaura Reaction under Mild Aerobic Conditions
TL;DR: Glyoxal bis(N-methyl-N-phenylhydrazone) and its related compounds were prepared and examined as ligands for the Suzuki-Miyaura cross-coupling reaction of aryl halides and aRYlboronic acids and found phosphine-free catalysts to be efficient catalysts for a variety of substrates to produce the coupling products in good yields.
References
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Journal ArticleDOI
Asymmetric Transition Metal-Catalyzed Allylic Alkylations.
TL;DR: The focus of this review is on the area of enantioselective transition metal-catalyzed allylic alkylations which may involve C-C as well as C-X (X ) H or heteroatom) bond formation.
Journal ArticleDOI
Nitrogen-containing ligands for asymmetric homogeneous and heterogeneous catalysis.
TL;DR: It is shown here how the structure of the C−O Bond Formation following C−H Bond Oxidation following Baeyer−Villiger-type Reaction and Wacker-type Cyclization influenced the formation of the S−N Bond Formation.
Journal ArticleDOI
Chiral semicorrins and related nitrogen heterocycles as ligands in asymmetric catalysis
TL;DR: The number of efficient, truly useful enantioselective catalysts is still limited as discussed by the authors, and the main efforts of future research will continue to focus on the improvement of existing methods and on the search for new catalysts.
Journal ArticleDOI
Phosphinoaryl- and phosphinoalkyloxazolines as new chiral ligands for enantioselective catalysis: Very high enantioselectivity in palladium catalyzed allylic substitutions
Jürgen Sprinz,Günter Helmchen +1 more
TL;DR: Chiral phosphinoaryl-and phosphinoalkyloxazolines, a new class of chelate ligands, were prepared via convenient routes as mentioned in this paper, and Palladium complexes of the new ligands have proved to be highly effective catalysts for allylic substitution reactions.
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