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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Book ChapterDOI
Recent Advances on Stereoselective Organocatalytic Reactions. Organocatalytic Synthesis of Natural Products and Drugs
Monika Raj,Vinod K. Singh +1 more
Journal ArticleDOI
Organocatalytic Desymmetrization of Meso-Aziridines Via Asymmetric Intramolecular Rearrangement
Martina Costanzo,Mauro Cortigiani,Malachi W. Gillick-Healy,Brian G. Kelly,Claudio Monasterolo,Mauro F. A. Adamo +5 more
Journal ArticleDOI
Promotion of a Ti-Mediated Mannich Reaction by a Proton Source
TL;DR: Low temperature NMR studies revealed that a diastereoselective Mannich reaction between a phenyl oxazolidone-derived titanium enolate and an aromatic aldimine was found to occur only after introduction of a proton source.
Journal ArticleDOI
β,β-Dialkyl γ-amino γ-trifluoromethyl alcohols from trifluoromethyl (E)-aldimines by a one-pot solvent-free Mannich-type reaction and subsequent reduction
Stefania Fioravanti,Federico Mancinelli,Luca Parise,Alessia Pelagalli,Lucio Pellacani,Laura Trulli +5 more
TL;DR: In this article, the synthesis of trifluoromethylated γ-amino alcohols through an eco-friendly one-pot self-catalysed Mannich-type reaction between N-protected triflormetric aldimines and suitable cyclic or acyclic α,α-dialkyl aldehydes has been developed.
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.