Journal ArticleDOI
Organocatalysed asymmetric Mannich reactions.
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
Catalytic asymmetric direct Mannich reaction: a powerful tool for the synthesis of alpha,beta-diamino acids.
TL;DR: Progress inOptically active alpha,beta-diamino acids is boosted through two complementary strategies: the direct Mannich reaction of glycine ester Schiff bases with imines and the direct aza-Henry reaction between nitro compounds and imines.
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Chiral Brønsted Acid Catalyzed Enantioselective Mannich-Type Reaction
TL;DR: The N-2-hydroxyphenyl group of aldimine was found to be essential for the present Mannich-type reaction and two possible monocoordination and dicoordination pathways were explored using density functional theory calculations.
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Bifunctional organocatalysts for enantioselective aza-Morita-Baylis-Hillman reaction.
TL;DR: The efficient and novel bifunctional organocatalyst for the enantioselective aza-Morita-Baylis-Hillman (aza-MBH) reaction has been established with (S)-3-(N-isopropyl-N-3-pyridinylaminomethyl)BINOL for the first time.
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Proline-catalysed Mannich reactions of acetaldehyde
TL;DR: Yang et al. as mentioned in this paper showed that acetaldehyde is a powerful nucleophile in asymmetric, proline-catalysed Mannich reactions with N-tert-butoxycarbonyl (N-Boc)-imines, yielding β-amino aldehydes with extremely high enantioselectivities.
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The Direct Organocatalytic Asymmetric Mannich Reaction: Unmodified Aldehydes as Nucleophiles
Wolfgang Notz,Fujie Tanaka,Shin-ichi Watanabe,Naidu S. Chowdari,James M. Turner,Rajeswari Thayumanavan,Carlos F. Barbas +6 more
TL;DR: The efforts in broadening the applicability of chiral pyrrolidine-based catalysts in direct asymmetric Mannich-type reactions led to the highly diastereo- and enantioselective and concise synthesis of functionalized alpha- and beta-amino acids, beta-lactams, and amino alcohols.