Journal ArticleDOI
Enantioselective nucleophilic catalysis with "Planar-Chiral" heterocycles.
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TLDR
The design and synthesis of a new family of chiral nucleophilic catalysts, specifically, planar-chiral heterocycles are described, which provide good levels of enantiomeric excess in the addition of alcohols to ketenes, the rearrangement of O-acylated azlactones, and the kinetic resolution of secondary alcohols.Abstract:
Although Lewis bases (e.g., tertiary phosphines, tertiary amines, and pyridines) serve as nucleophilic catalysts for a wide array of reactions, there have been relatively few reports of enantioselective nucleophilic catalysts. In this Account, we describe the design and synthesis of a new family of chiral nucleophilic catalysts, specifically, planar-chiral heterocycles. These complexes provide good levels of enantiomeric excess in the addition of alcohols to ketenes, the rearrangement of O-acylated azlactones, and the kinetic resolution of secondary alcohols.read more
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Lewis Base Catalysis in Organic Synthesis
TL;DR: It has become increasingly apparent that the behavior of Lewis bases as agents for promoting chemical reactions is not merely as an electronic complement of the cognate Lewis acids: in fact Lewis bases are capable of enhancing both the electrophilic and nucleophilic character of molecules to which they are bound.
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Chiral N-heterocyclic carbenes as stereodirecting ligands in asymmetric catalysis
TL;DR: Two novel structural concepts have emerged during the past two years which have led literally to an explosion of the field of chiral NHC catalysts for stereoselective transformations in organic synthesis.
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Salen‐Complex‐Mediated Formation of Cyclic Carbonates by Cycloaddition of CO2 to Epoxides
TL;DR: The synthesis of cyclic carbonates by the coupling reaction of epoxides with CO(2) has received increased attention due to the importance of using a greenhouse gas as a feedstock for the synthesis of useful molecules.
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Recent applications of chiral ferrocene ligands in asymmetric catalysis.
TL;DR: This Review documents recent advances in asymmetric catalysis, with special emphasis on the most innovative asymmetric processes and the development of novel, efficient types of ferrocene ligands.
Journal ArticleDOI
Catalytic Asymmetric Synthesis of α-Amino Acids
Carmen Nájera,José M. Sansano +1 more
References
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Effective Kinetic Resolution of Secondary Alcohols with a Planar−Chiral Analogue of 4-(Dimethylamino)pyridine. Use of the Fe(C5Ph5) Group in Asymmetric Catalysis
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