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
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Journal ArticleDOI
Modular enantioselective access to β-amino amides by Brønsted acid-catalysed multicomponent reactions
TL;DR: In this paper , a conceptually different solution to synthesize chiral β-amino amides was established using ambiphilic ynamides as two-carbon synthons.
Journal ArticleDOI
Sequential One-Pot Vilsmeier-Haack and Organocatalyzed Mannich Cyclizations to Functionalized Benzoindolizidines and Benzoquinolizidines.
TL;DR: Yields and diastereoselectivities are good to excellent when formamides are used to trigger the key step, bearing either an electron-rich aryl or a pyrrole as the nucleophilic partner in the first cyclization.
Journal ArticleDOI
Enantio- and diastereoselective double Mannich reaction of malononitrile with N-Boc imines using quinine-derived bifunctional organoiodine catalyst.
TL;DR: A chiral quinine-derived organic base catalyst with halogen bond donor functionality was used to catalyze the asymmetric double Mannich reaction of malonitrile with N-Boc and N-Cbz imines to afford 1,3-diamines in excellent yields with high enantio- and diastereoselectivities as discussed by the authors.
Journal ArticleDOI
2-(5-phenyl-4H-1,2,4-triazol-3-ylthio)acetic acid: Greener and efficient organocatalyst for multicomponent reactions under aqueous media
TL;DR: In this article, a simple, ecofriendly and competent method was reported for the synthesis of functionalized amines via reductive amination of carbonyl compounds with amines and β-amino ketones via Mannich reaction, using greener and efficient organocatalyst, 2-(5-phenyl-4H-1,2,4-triazol-3-ylthio)acetic acid under microwave radiation.
Journal ArticleDOI
Recent progress in the chemistry of β-aminoketones
M. Hammouda,Khaled M. Elattar +1 more
TL;DR: In this paper , the synthesis of β-aminoketone moiety is summarized and highlighted using Mannich reactions via catalytic, non-catalytic, and one-pot procedures.
References
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Book
Protective groups in organic synthesis
TL;DR: In this article, the most useful groups for the hydroxyl, amino, carboxyl, carbonyl, and sulfhydryl groups are discussed and the chemistry of the classes of these groups, as well as that of individual groups within the class using structures, equations and references.
Journal ArticleDOI
Proline-Catalyzed Direct Asymmetric Aldol Reactions
TL;DR: The finding that the amino acid proline is an effective asymmetric catalyst for the direct aldol reaction between unmodified acetone and a variety of aldehydes is reported.
Book
Greene's Protective Groups in Organic Synthesis
TL;DR: The role of protection groups in organic synthesis is discussed in this paper, where the authors present several general methods for phosphate Ester formation. But none of these methods are suitable for practical applications.
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Enantioselective Mannich‐Type Reaction Catalyzed by a Chiral Brønsted Acid
Journal ArticleDOI
Chiral Brønsted acid-catalyzed direct Mannich reactions via electrophilic activation.
Daisuke Uraguchi,Masahiro Terada +1 more
TL;DR: It was found that the phosphoric acid derivatives of general structure 1 serve as highly effective catalysts for the direct addition of acetyl acetone to N-Boc-protected arylimines and functions as an excellent catalyst.