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
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Asymmetric Organocatalytic Cyclization and Cycloaddition Reactions
Albert Moyano,Ramon Rios +1 more
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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
Chiral quinuclidine-based amine catalysts for the asymmetric one-pot, three-component aza-Baylis–Hillman reaction
Daniela Balan,Hans Adolfsson +1 more
TL;DR: Chiral quinuclidine-based amine catalysts for the asymmetric one-pot, three-component aza-Baylis-Hillman reaction were proposed in this article.
Journal ArticleDOI
Enantioselective Mannich-type reaction catalyzed by a chiral bronsted acid derived from TADDOL
TL;DR: In this article, a cyclic dialkyl phosphate was synthesized starting from (+)-diethyl tartrate and its catalytic activity as a chiral Bronsted acid has been examined in the Mannich-type reaction of a ketene silyl acetal with aldimines as a model reaction.
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Chiral Thiourea‐Phosphine Organocatalysts in the Asymmetric Aza‐Morita–Baylis–Hillman Reaction
Yong‐Ling Shi,Min Shi +1 more
TL;DR: In this article, a new kind of bifunctional (thioureapbosphine) catalyst was synthesized and applied to the aza-Morita-Baylis-Hillman reaction of N-sulfonated imines with methyl vinyl ketone, phenyl vinyl kone, or acrolein.
Journal ArticleDOI
A Designer Axially Chiral Amino Sulfonamide as an Efficient Organocatalyst for Direct Asymmetric Mannich Reactions of N-Boc-Protected Imines
TL;DR: The moderate nucleophilicity of the axially chiral amino sulfonamide (S)-1 suppresses the problematic side reactions, including aldol reactions, in the asymmetric Mannich reaction of N-Boc-protected imines with aldehydes.
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anti-Selective SMP-catalyzed direct asymmetric Mannich-type reactions: synthesis of functionalized amino acid derivatives
Armando Córdova,Carlos F. Barbas +1 more
TL;DR: The first (S)-2-methoxymethylpyrrolidine (SMP)-catalyzed direct asymmetric Mannich-type reactions of unmodified aldehydes with N-PMP-protected α-imino ethyl glyoxylate with enantioselectivities between 74 and 92%.