Journal ArticleDOI
Access to racemic and enantioenriched 3-methyl-4-chromanones: catalysed asymmetric protonation of corresponding enolic species as the key step
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TLDR
Bronsted acids induced the intramolecular cyclisation of 3-aryloxypropanoic esters affording 3-methyl-4-chromanones, which have been transformed into the corresponding racemic benzyl β-oxoesters.About:
This article is published in Tetrahedron.The article was published on 2003-11-24. It has received 35 citations till now. The article focuses on the topics: Cascade reaction & Enantioselective synthesis.read more
Citations
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Structural effects in the Pd-induced enantioselective deprotection–decarboxylation of β-ketoesters
TL;DR: In this paper, structural effects in the chiral base and the influence of some key reaction parameters (catalyst type and solvent) in the Pd-induced enantioselective decarboxylation (cascade reaction) of three different α,α-disubstituted benzyl β-ketoesters were explored.
Journal ArticleDOI
Pd‐Catalyzed Decarboxylative Asymmetric Protonation of Sterically Hindered α‐Aryl Lactones and Dihydrocoumarins
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The new organic ligand: 3-(5-Carboxy-2-chlorophenylaminomethylene)-2-methoxychroman-4-one. Structural, spectral and thermal aspects
TL;DR: In this article, the first X-ray structure determination of 3-(5-carboxy-2-chlorophenylaminomethylene)-2-methoxychroman-4-one was performed.
Journal ArticleDOI
One-pot synthesis of (E)-3-benzylideneflavanones from 2-hydroxyacetophenones and aromatic aldehydes
Yang Lishou,Wang Enhua,Yanhua Fan,Juan Yang,Luo Zhongsheng,Wang Yu,Peng Mei,Deng Tingfei,Yang Xiaosheng +8 more
TL;DR: An efficient and practical PPA/H2SO4 promoted synthesis of (E)-3-benzylideneflavanones from 2-hydroxyacetophenones and aromatic aldehydes was developed.
Journal ArticleDOI
Enantioselective synthesis of chiral 3-alkyl-3-nitro-4-chromanones via chiral thiourea-catalysed intramolecular Michael-type cyclization
TL;DR: In vitro biological evaluations indicated that the chiral amide derivative of the product showed more potent antitumor activities than both the racemic and the corresponding enantiomers, showcasing the high influence of enantioselective methodology development toward medicinal studies.
References
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A survey of Hammett substituent constants and resonance and field parameters
Corwin Hansch,A. Leo,R. W. Taft +2 more
TL;DR: The Hammett equation has been widely used for the study and interpretation of organic reactions and their mechanisms as mentioned in this paper, and it is astonishing that u constants, obtained simply from the ionization of organic acids in solution, can frequently predict successfully equilibrium and rate constants for a variety of families of reactions in solution.
Journal ArticleDOI
The proline-catalyzed direct asymmetric three-component Mannich reaction: Scope, optimization, and application to the highly enantioselective synthesis of 1,2-amino alcohols
TL;DR: Proline-catalyzed direct asymmetric three-component Mannich reactions of ketones, aldehydes, and amines are developed and application to the highly enantioselective synthesis of 1,2-amino alcohols is presented.
Journal ArticleDOI
Asymmetric hydrogenation of methyl (Z)-.alpha.-acetamidocinnamate catalyzed by [1,2-bis(phenyl-o-anisoyl)phosphino)ethane]rhodium(I): kinetics, mechanism and origin of enantioselection
Clark R. Landis,Jack Halpern +1 more
Journal ArticleDOI
A highly enantioselective catalytic intramolecular Stetter reaction
TL;DR: A family of chiral triazolium salts has been developed for inducing the asymmetric intramolecular Stetter reaction, with optimal results, with the product keto esters formed in 82-97% ee and very good chemical yield.
Book
Heterogeneous Catalysis for the Synthetic Chemist
TL;DR: In this article, the active site surface frontier molecular orbitals reaction variables catalytic reactors reaction kinetics are discussed. And the catalyst: the catalyst catalyst supports oxide catalysts metal catalysts unsupported metals supported metals.
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