scholarly journals Secondary amines as coupling partners in direct catalytic asymmetric reductive amination

2019 ◽  
Vol 10 (16) ◽  
pp. 4509-4514 ◽  
Author(s):  
Zitong Wu ◽  
Shaozhi Du ◽  
Guorui Gao ◽  
Wenkun Yang ◽  
Xiongyu Yang ◽  
...  

Direct asymmetric reductive amination utilizing secondary amines as an efficient tool for one-step construction of tertiary chiral amines.

2017 ◽  
Vol 19 (2) ◽  
pp. 385-389 ◽  
Author(s):  
P. Matzel ◽  
M. Gand ◽  
M. Höhne

Imine reductases (IREDs) show great potential as catalysts for reductive amination of ketones to produce chiral secondary amines.


2021 ◽  
Vol 505 ◽  
pp. 111504
Author(s):  
Lin Liu ◽  
Wenxiu Li ◽  
Ran Qi ◽  
Qingqing Zhu ◽  
Jing Li ◽  
...  

Catalysts ◽  
2021 ◽  
Vol 11 (2) ◽  
pp. 287
Author(s):  
Jianguo Liu ◽  
Mingyue Zhang ◽  
Longlong Ma

Dibenzylamine motifs are an important class of crucial organic compounds and are widely used in fine chemical and pharmaceutical industries. The development of the efficient, economical, and environmentally friendly synthesis of amines using transition metal-based heterogeneous catalysts remains both desirable and challenging. Herein, we prepared the covalent organic framework (COF)-supported heterogeneous reduced COF-supported Pd-based catalyst and used it for the one-pot reductive amination of aldehydes. There are both Pd metallic state and oxidated Pdσ+ in the catalysts. Furthermore, in the presence of the reduced COF-supported Pd-based catalyst, many aromatic, aliphatic, and heterocyclic aldehydes with various functional groups substituted were converted to their corresponding amines products in good to excellent selectivity (up to 91%) under mild reaction conditions (70 °C, 2 h, NH3, 20 bar H2). This work expands the covalent organic frameworks for the material family and its support catalyst, opening up new catalytic applications in the economical, practical, and effective synthesis of secondary amines.


2012 ◽  
Vol 53 (25) ◽  
pp. 3156-3160 ◽  
Author(s):  
Fabiana Nador ◽  
Yanina Moglie ◽  
Andrés Ciolino ◽  
Adriana Pierini ◽  
Viviana Dorn ◽  
...  

Synlett ◽  
2018 ◽  
Vol 30 (04) ◽  
pp. 488-492 ◽  
Author(s):  
Jin-Sheng Yu ◽  
Hidetoshi Noda ◽  
Naoya Kumagai ◽  
Masakatsu Shibasaki

An α-CF3 amide underwent direct asymmetric Mannich-type reaction to isatin imines in the presence of a chiral catalyst comprising a soft Lewis acid Cu(I), a chiral bisphosphine ligand, and Barton’s base. The Mannich adduct was converted in one step into a unique tricycle bearing a trifluoromethylated chiral center and an α-tertiary amine moiety.


ChemInform ◽  
2010 ◽  
Vol 41 (44) ◽  
pp. no-no
Author(s):  
Vijay N. Wakchaure ◽  
Jian Zhou ◽  
Sebastian Hoffmann ◽  
Benjamin List

2020 ◽  
Author(s):  
Brian J Wang ◽  
Matthew Duncton

<div> <p>The azetidine group is frequently encountered within contemporary medicinal chemistry where it is viewed as a privileged structure. However, the introduction of an azetidine can be synthetically challenging. Herein, a straight-forward one step synthesis of azetidine-3-amines, starting from a bench stable, commercial material is presented. The reaction tolerates functional groups commonly encountered in biological-, medicinal- and agro-chemistry, and proceeds in moderate-to-high yield with secondary amines, and moderate-to-low yield with primary amines. The methodology compares favorably to recent alternative procedures and can be utilized in “any-stage” functionalization, including late-stage azetidinylation of approved drugs and other compounds with pharmacological activity.</p> </div>


2016 ◽  
Vol 23 (1) ◽  
pp. 149-156 ◽  
Author(s):  
Shiqing Xu ◽  
Haijun Li ◽  
Masato Komiyama ◽  
Akimichi Oda ◽  
Ei-ichi Negishi

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