Biocatalytic Synthesis of Chiral Amines Using Oxidoreductases

2021 ◽  
pp. 243-283
Author(s):  
Sebastian C. Cosgrove ◽  
Jeremy I. Ramsden ◽  
Juan Mangas‐Sanchez ◽  
Nicholas J. Turner
Keyword(s):  
Chiral Amines

Iminophosphorane-mediated regioselective umpolung alkylation reaction of α-iminoesters

2021 ◽  
Author(s):  
Yasushi Yoshida ◽  
Mayu Kukita ◽  
Kazuki Omori ◽  
Takashi Mino ◽  
Masami Sakamoto
Keyword(s):  
Asymmetric Reactions ◽  
Alkylation Reaction ◽  
Chiral Amines ◽  
Efficient Manner

Umpolung reactions of imines, especially the asymmetric reactions, have been extensively studied as they provide access to important chiral amines in an efficient manner. The reactions studied range from simple...

Chiral Arylated Amines via C‐N Coupling of Chiral Amines with Aryl Bromides Promoted by Light

2021 ◽  
Author(s):  
Dong Xue ◽  
Geyang Song ◽  
Liu Yang ◽  
Jing-Sheng Li ◽  
Wei-Jun Tang ◽  
...  
Keyword(s):  
Chiral Amines ◽  
Aryl Bromides

Role of Barium(II) in the Determination of the Absolute Configuration of Chiral Amines by1H NMR Spectroscopy

2006 ◽  
Vol 71 (3) ◽  
pp. 1119-1130 ◽  
Author(s):  
Rosa García ◽  
José M. Seco ◽  
Saulo A. Vázquez ◽  
Emilio Quiñoá ◽  
Ricardo Riguera
Keyword(s):  
Nmr Spectroscopy ◽  
Absolute Configuration ◽  
Chiral Amines ◽  
The Absolute

Chiroptical Probing of Lanthanide-Directed Self-Assembly Formation Using btp Ligands Formed in One-Pot Diazo-Transfer/Deprotection Click Reaction from Chiral Amines

2015 ◽  
Vol 22 (2) ◽  
pp. 486-490 ◽  
Author(s):  
Joseph P. Byrne ◽  
Miguel Martínez-Calvo ◽  
Robert D. Peacock ◽  
Thorfinnur Gunnlaugsson
Keyword(s):  
Self Assembly ◽  
Click Reaction ◽  
Chiral Amines ◽  
One Pot

Carbonyl catalysis enables a biomimetic asymmetric Mannich reaction

Science ◽  
2018 ◽  
Vol 360 (6396) ◽  
pp. 1438-1442 ◽  
Author(s):  
Jianfeng Chen ◽  
Xing Gong ◽  
Jianyu Li ◽  
Yingkun Li ◽  
Jiguo Ma ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
High Activity ◽  
Asymmetric Catalysis ◽  
Carbonyl Group ◽  
Mannich Reaction ◽  
Primary Amine ◽  
Chiral Amines ◽  
Carbonyl Groups ◽  
Diphenylphosphinyl Imines

Chiral amines are widely used as catalysts in asymmetric synthesis to activate carbonyl groups for α-functionalization. Carbonyl catalysis reverses that strategy by using a carbonyl group to activate a primary amine. Inspired by biological carbonyl catalysis, which is exemplified by reactions of pyridoxal-dependent enzymes, we developed an N-quaternized pyridoxal catalyst for the asymmetric Mannich reaction of glycinate with aryl N-diphenylphosphinyl imines. The catalyst exhibits high activity and stereoselectivity, likely enabled by enzyme-like cooperative bifunctional activation of the substrates. Our work demonstrates the catalytic utility of the pyridoxal moiety in asymmetric catalysis.

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