Journal ArticleDOI
Organocatalysed asymmetric Mannich reactions.
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TLDR
This tutorial review provides an overview of the recent history of the asymmetric organocatalysed Mannich reaction, including scope and limitations, and application of different catalyst systems.Abstract:
The asymmetric Mannich reaction ranks among the most potent enantioselective and diastereoselective C–C-bond forming reactions. In recent years, organocatalysed versions of asymmetric Mannich processes have been increasingly reported and used in a rapidly growing number of applications. This tutorial review provides an overview of the recent history of the asymmetric organocatalysed Mannich reaction, including scope and limitations, and application of different catalyst systems.read more
Citations
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Complete Field Guide to Asymmetric BINOL-Phosphate Derived Brønsted Acid and Metal Catalysis: History and Classification by Mode of Activation; Brønsted Acidity, Hydrogen Bonding, Ion Pairing, and Metal Phosphates
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Catalytic Enantioselective Formation of C−C Bonds by Addition to Imines and Hydrazones: A Ten-Year Update
Journal ArticleDOI
Asymmetric Organocatalytic Cyclization and Cycloaddition Reactions
Albert Moyano,Ramon Rios +1 more
Journal ArticleDOI
Recent Developments in Asymmetric Organocatalytic Domino Reactions
TL;DR: The field of asymmetric organocatalytic biomolecular cascades has become one of the most fascinating and current fields in organic chemistry as discussed by the authors, and the literature has been rapidly developing.
References
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Journal ArticleDOI
Amino Acid‐Catalyzed Asymmetric Carbohydrate Formation: Organocatalytic One‐Step De Novo Synthesis of Keto and Amino Sugars
TL;DR: In this paper, a direct de novo synthesis of ketoses and amino sugars by amino acid-catalyzed asymmetric aldol, Mannich and Michael reactions with dihydroxyacetone phosphate mimics as donors is presented.
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Conformational lock in a Brønsted acid–Lewis base organocatalyst for the aza-Morita–Baylis–Hillman reaction
TL;DR: BINOL as discussed by the authors is an efficient asymmetric bifunctional organocatalyst for the aza-MBH reaction with high enantiocontrol and has been shown to cooperate in substrate activation.
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Organocatalytic enantioselective total synthesis of (-)-arboricine.
Martin J. Wanner,Rowan N. A. Boots,Bram Eradus,René de Gelder,Jan H. van Maarseveen,Henk Hiemstra +5 more
TL;DR: The tetracyclic indole alkaloid (-)-arboricine has been prepared using an asymmetric organocatalytic Pictet-Spengler reaction as the key step followed by a diastereoselective Pd-catalyzed iodoalkene/enolate cyclization.
Journal ArticleDOI
Catalytic Asymmetric Mannich Reactions of Sulfonylacetates
TL;DR: The possibility of using phase-transfer catalysis (PTC) for the mild deprotonation of arylsulfonylacetates 1 with the aim of exploring their enantioselective Mannich addition to highly reactive N-carbamoyl imines generated in situ from a-amidosulfones 2 is considered.
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Organocatalytic Highly Enantio- and Diastereoselective Mannich Reaction of β-Ketoesters with N-Boc-aldimines
Young Ku Kang,Dae Young Kim +1 more
TL;DR: The catalytic enantioselective Mannich reaction promoted by chiral bifunctional organocatalysts is described and the treatment of beta-ketoesters with N-Boc-aldimines under mild reaction conditions afforded the corresponding beta-amino beta-kesters with excellent diastereoselectivities.