Squaramide-catalyzed asymmetric Mannich reactions between 3-fluorooxindoles and pyrazolinone ketimines

2019 ◽  
Vol 17 (30) ◽  
pp. 7182-7191 ◽  
Author(s):  
Qing-Da Zhang ◽  
Bo-Liang Zhao ◽  
Bing-Yu Li ◽  
Da-Ming Du
Keyword(s):  
Mannich Reaction ◽  
Mannich Reactions ◽  
Quaternary Stereocenters

Squaramide-catalyzed asymmetric Mannich reaction between 3-fluorooxindoles and pyrazolinone ketimines afforded fluorinated amino-pyrazolone-oxindoles with two quaternary stereocenters in good to excellent yields with excellent stereoselectivities.

scholarly journals Recent advances and prospects in the Zn-catalysed Mannich reaction

RSC Advances ◽  
2021 ◽  
Vol 11 (16) ◽  
pp. 9098-9111
Author(s):  
Salahudeen Shamna ◽  
C. M. A. Afsina ◽  
Rose Mary Philip ◽  
Gopinathan Anilkumar
Keyword(s):  
Carbonyl Compound ◽  
Secondary Amine ◽  
Mannich Reaction ◽  
Mannich Base ◽  
Mannich Reactions ◽  
Recent Advances ◽  
Primary Secondary Amine

Amino alkylation of an acidic α-proton of a carbonyl by formaldehyde and a primary/secondary amine or ammonia, affording a β-amino-carbonyl compound also known as a Mannich base is a valuable reaction. We focus on recent advances in Zn catalysed Mannich reactions.

Polyelectrolyte Brønsted acid catalyzed three-component Mannich reactions accelerated by emulsion

RSC Advances ◽  
2016 ◽  
Vol 6 (45) ◽  
pp. 39343-39347 ◽  
Author(s):  
Xi Chen ◽  
Huaming Sun ◽  
Yanlong Luo ◽  
Yajun Jian ◽  
Ya Wu ◽  
...  
Keyword(s):  
Polyacrylic Acid ◽  
Mannich Reaction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Mannich Reactions ◽  
Brönsted Acid ◽  
Acid Catalyzed

An effective polyelectrolyte Brønsted acid (polyacrylic acid) catalyzed three-component Mannich reaction accelerated by emulsion has been developed.

A versatile access to vicinal diamine motifs by highly anti-selective asymmetric vinylogous Mannich reactions: an efficient total synthesis of (+)-absouline

2016 ◽  
Vol 3 (6) ◽  
pp. 683-692 ◽  
Author(s):  
Jian-Liang Ye ◽  
Hang Chen ◽  
Yu-Feng Zhang ◽  
Pei-Qiang Huang
Keyword(s):  
Total Synthesis ◽  
Mannich Reaction ◽  
Efficient Synthesis ◽  
Mannich Reactions

An anti-stereoselective vinylogous Mannich reaction between 2-TBSO-pyrrole and N-tert-butanesulfinyl imines and its application to the efficient synthesis of (+)-absouline were reported.

Stereoselective Formation of α-Quaternary Stereocenters in the Mannich Reaction

2009 ◽  
Vol 11 (8) ◽  
pp. 1725-1728 ◽  
Author(s):  
Erica A. Tiong ◽  
James L. Gleason
Keyword(s):  
Mannich Reaction ◽  
The Mannich Reaction ◽  
Quaternary Stereocenters

Diaryliodonium salts as efficient Lewis acid catalysts for direct three component Mannich reactions

RSC Advances ◽  
2015 ◽  
Vol 5 (32) ◽  
pp. 25485-25488 ◽  
Author(s):  
Yanxia Zhang ◽  
Jianwei Han ◽  
Zhen-Jiang Liu
Keyword(s):  
Lewis Acid ◽  
Mannich Reaction ◽  
Solvent Free ◽  
Acid Catalysts ◽  
Lewis Acid Catalysts ◽  
Mannich Reactions ◽  
Highly Active ◽  
Diaryliodonium Salts ◽  
Solvent Free Conditions

Diaryliodonium(iii) salts, as highly active and versatile Lewis acid catalysts for the direct three component Mannich reaction under solvent free conditions, have been investigated.

New tartrate based cyclic phosphoric acids as organocatalysts in Mannich reactions

2016 ◽  
Vol 3 (1) ◽  
Author(s):  
Tuvshinjargal Budragchaa ◽  
Michael Abraham ◽  
Wolfgang Schöfberger ◽  
Alexander Roller ◽  
Michael Widhalm
Keyword(s):  
Crystal Structure ◽  
Dft Calculations ◽  
Structure Analysis ◽  
Mannich Reaction ◽  
Structural Variation ◽  
Crystal Structure Analysis ◽  
Mannich Reactions ◽  
Optimization Study ◽  
The Mannich Reaction ◽  
Phosphoric Acids

Abstract Cyclic phosphoric acids have attracted much attention as chiral organocatalysts. While binaphthol based ligands have been extensively used in various transformations, the analogous TADDOL-type ligands are less explored. A library of seventeen cyclic phosphoric acids with structural variation of the TADDOL backbone were synthesized and an optimization study of the Mannich reaction of aromatic N-(2-hydroxyphenyl)imines with 2,2-dimethyl-1-methoxy-silylenolate was performed. Enantioselectivities between 96% (S) and 70% (R) were observed and a rationalisation, based on crystal structure analysis and DFT calculations, is provided.

scholarly journals Asymmetric synthesis of δ-amino acid derivatives via diastereoselective vinylogous Mannich reactions between N-tert-butanesulfinyl imines and dioxinone-derived lithium dienolate

RSC Advances ◽  
2017 ◽  
Vol 7 (80) ◽  
pp. 50822-50828 ◽  
Author(s):  
Guijun Li ◽  
Xiaoliang Xu ◽  
Hongchang Tian ◽  
Xiaotong Liu ◽  
Wen Chen ◽  
...  
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Mannich Reaction ◽  
Amino Acid Derivatives ◽  
Mannich Reactions

A diastereoselective vinylogous Mannich reaction between theN-tert-butanesulfinyl imines and dioxinone-derived lithium dienolate was developed.

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