Synthesis of 3-Mono-Substituted Binaphthyl-Based Secondary Amine Catalysts via Monobromination of an Axially Chiral Dicarboxylic Acid Derivative

2014 ◽  
Vol 79 (9) ◽  
pp. 4240-4244 ◽  
Author(s):  
Taichi Kano ◽  
Momotaro Takeda ◽  
Ryu Sakamoto ◽  
Keiji Maruoka
Keyword(s):  
Dicarboxylic Acid ◽  
Acid Derivative ◽  
Secondary Amine ◽  
Axially Chiral ◽  
Amine Catalysts

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 Direct Asymmetric Hydroxyamination Reaction Catalyzed by an Axially Chiral Secondary Amine Catalyst.

ChemInform ◽  
2006 ◽  
Vol 37 (39) ◽  
Author(s):  
Taichi Kano ◽  
Mitsuhiro Ueda ◽  
Jun Takai ◽  
Keiji Maruoka
Keyword(s):  
Secondary Amine ◽  
Axially Chiral

Spontaneous symmetry breaking during interrupted crystallization of an axially chiral amino acid derivative

2010 ◽  
Vol 46 (12) ◽  
pp. 2094 ◽  
Author(s):  
Mark A. Sephton ◽  
Christopher R. Emerson ◽  
Lev N. Zakharov ◽  
Paul R. Blakemore
Keyword(s):  
Amino Acid ◽  
Symmetry Breaking ◽  
Spontaneous Symmetry Breaking ◽  
Acid Derivative ◽  
Amino Acid Derivative ◽  
Axially Chiral
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