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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Journal ArticleDOI
Asymmetric Organocatalysis and Photoredox Catalysis for the α-Functionalization of Tetrahydroisoquinolines
TL;DR: In this article, the research leading to these results has received funding from the European Research Council under the European Union's Seventh Framework Programme (FP/2007-2013)/ ERC Grant Agreement no. 617044 (SunCatChem).
Journal ArticleDOI
Immobilization of cis‐4‐Hydroxydiphenylprolinol Silyl Ethers onto Polystyrene. Application in the Catalytic Enantioselective Synthesis of 5‐Hydroxyisoxazolidines in Batch and Flow
Junshan Lai,Sonia Sayalero,Alessandro Ferrali,Laura Osorio-Planes,Fernando Bravo,Carles Rodríguez-Escrich,Miquel A. Pericàs +6 more
Journal ArticleDOI
syn-Selective asymmetric Mannich reaction of sulfonyl imines with iminoesters catalyzed by the N,N,N-tridentate bis(imidazolidine)pyridine (PyBidine)-Cu(OTf)2 complex.
TL;DR: The reaction is effective for the N-tosyl and N-4-nosylimines but can not be applied to the 2-nosyslimines.
Journal ArticleDOI
New possibilities of the Mannich reaction in the synthesis of N -, S,N- , and Se , N -heterocycles
Victor V. Dotsenko,Victor V. Dotsenko,K. A. Frolov,Elena A. Chigorina,A. N. Khrustaleva,E. Yu. Bibik,S. G. Krivokolysko +6 more
TL;DR: In this article, the results obtained by the research group over the past 15 years in chemistry of N-, S, N-, and Se, N-heterocycles resulted from aminomethlation of a wide range of acyclic and heterocyclic substrates derived from active methylene amides, thioamides, and selenoamides.
Journal ArticleDOI
Novel Easily Recyclable Bifunctional Phosphonic Acid Carrying Tripeptides for the Stereoselective Michael Addition of Aldehydes with Nitroalkenes
Margery Cortes-Clerget,Olivier Gager,Maelle Monteil,Jean-Luc Pirat,Evelyne Migianu-Griffoni,Julia Deschamp,Marc Lecouvey +6 more
TL;DR: A novel bifunctional organocatalyst library combining both aminocatalysis and phosphonic acid activation was used for the first time as an efficient tool for the stereoselective Michael addition of aldehydes with several aromatic nitroalkenes with good selectivities.
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.