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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Journal ArticleDOI
Catalytic stereoselective Mannich reaction under solvent-free conditions
TL;DR: In this paper, a three-component Mannich reaction of cyclic ketones, aromatic aldehydes, and aromatic amine under solvent-free conditions has been proposed.
Journal ArticleDOI
A cooperative water effect in proazaphosphatrane-catalysed heterocycle synthesis
TL;DR: Mechanistic studies show that the organosuperbase proazaphosphatrane is tolerant of water within the reaction medium, with a beneficial and cooperative effect being observed.
Journal ArticleDOI
γ-aminobutyric acid and collagen peptides as recyclable bifunctional biocatalysts for the solvent-free one-pot synthesis of 2-aminobenzothiazolomethyl-2-naphthols
TL;DR: GABA and Isinglass a collagen peptide have been utilized as highly efficient bifunctional biocatalysts for the efficient and convenient synthesis of 2-aminobenzothiazolomethyl-2- naphthols through a one-pot three-component Mannich reaction between diverse aldehydes, 2-naphthol and 2-amines under solvent-free condition in high yields.
Journal ArticleDOI
Organocatalytic Mannich Reactions on a Carbapenem Core – Synthesis of Mannich Bases and Bicyclic Diazanonanes
Zamani E. D. Cele,Sachin A. Pawar,Tricia Naicker,Glenn E. M. Maguire,Per I. Arvidsson,Per I. Arvidsson,Hendrik G. Kruger,Thavendran Govender +7 more
TL;DR: An efficient diastereoselective synthesis of carbapenem Mannich bases was developed using organocatalysis, providing a route to new highly functionalized diazabicyclo[4.2.1]nonanes of proposed biological significance.
Book ChapterDOI
2.16 The Bimolecular and Intramolecular Mannich and Related Reactions
TL;DR: In this paper, the enantioselective catalyzed version of the Mannich reaction, starting from the metal-catalyzed indirect and direct Mannich-type reactions, is presented.
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.
Journal ArticleDOI
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.