A highly enantioselective Mannich reaction of aldehydes with cyclic N-acyliminium ions by synergistic catalysis

2015 ◽  
Vol 51 (71) ◽  
pp. 13694-13697 ◽  
Author(s):  
Francesco Berti ◽  
Federico Malossi ◽  
Fabio Marchetti ◽  
Mauro Pineschi
Keyword(s):  
Secondary Amine ◽  
Mannich Reaction ◽  
Enantioselective Synthesis ◽  
Bronsted Acids ◽  
Acyliminium Ions ◽  
Synergistic Catalysis

A novel enantioselective synthesis of carbamoyl isoquinoline and tetrahydropyridine derivatives is accomplished using matched combinations of Lewis or Brønsted acids and secondary amine organocatalysts.

ChemInform Abstract: A Highly Enantioselective Mannich Reaction of Aldehydes with Cyclic N-Acyliminium Ions by Synergistic Catalysis.

ChemInform ◽  
2016 ◽  
Vol 47 (1) ◽  
Author(s):  
Francesco Berti ◽  
Federico Malossi ◽  
Fabio Marchetti ◽  
Mauro Pineschi
Keyword(s):  
Mannich Reaction ◽  
Acyliminium Ions ◽  
Synergistic Catalysis

Regio-, Stereo- and Enantioselective α-Addition of Carbonyl Nucleo-philes to Allenamides Catalyzed by a Synergistic Copper/Enamine System

2020 ◽  
Author(s):  
Rémi Blieck ◽  
Sebastien Lemouzy ◽  
Marc Taillefer ◽  
Florian Monnier
Keyword(s):  
Catalytic System ◽  
Secondary Amine ◽  
Primary Amine ◽  
Synergistic Catalysis ◽  
Enantioselective Addition ◽  
Amine Catalysts

A dual copper/enamine catalytic system is found to enable an intermolecular enantioselective α-addition of various carbonyl nucleophiles to allenamides. Secondary amine catalysts allowed the highly enantioselective addition of aldehydes, while using primary amine catalysts led to the enantioselective addition of ketoester nucleophiles. The process was found to be highly regio-, stereo- and enantio-selective and represented the first allene hydrofunctionalization using an synergistic catalysis involving copper

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.

scholarly journals Highly Enantioselective Synthesis of Fluorinated γ-Amino Alcohols Through Proline-Catalyzed Cross-Mannich Reaction.

ChemInform ◽  
2005 ◽  
Vol 36 (48) ◽  
Author(s):  
Santos Fustero ◽  
Diego Jimenez ◽  
Juan F. Sanz-Cervera ◽  
Maria Sanchez-Rosello ◽  
Elisabet Esteban ◽  
...  
Keyword(s):  
Mannich Reaction ◽  
Amino Alcohols ◽  
Enantioselective Synthesis

scholarly journals Synergistic catalysis: enantioselective cyclopropanation of alkylidene benzoxazoles by Pd(ii) and secondary amine catalysis. Scope, limitations and mechanistic insight

2018 ◽  
Vol 5 (5) ◽  
pp. 806-812 ◽  
Author(s):  
Marta Meazza ◽  
Victor Polo ◽  
Pedro Merino ◽  
Ramon Rios
Keyword(s):  
Dft Calculations ◽  
Secondary Amine ◽  
Ring Opening ◽  
Synergistic Catalysis ◽  
Mechanistic Insight ◽  
Amine Catalysis

An enantioselective synergistic cascade cyclopropanation/NHC catalyzed ring opening has been reported. DFT calculations have been performed to confirm the mechanism.

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