Hydrogen Bonding-Assisted Enhancement of the Reaction Rate and Selectivity in the Kinetic Resolution of d,l -1,2-Diols with Chiral Nucleophilic Catalysts

2017 ◽  
Vol 359 (16) ◽  
pp. 2778-2788 ◽  
Author(s):  
Kazuki Fujii ◽  
Koichi Mitsudo ◽  
Hiroki Mandai ◽  
Seiji Suga
Keyword(s):  
Hydrogen Bonding ◽  
Reaction Rate ◽  
Kinetic Resolution ◽  
Nucleophilic Catalysts

Merging Nucleophilic and Hydrogen Bonding Catalysis: An Anion Binding Approach to the Kinetic Resolution of Propargylic Amines

2010 ◽  
Vol 132 (39) ◽  
pp. 13624-13626 ◽  
Author(s):  
Eric G. Klauber ◽  
Chandra Kanta De ◽  
Tejas K. Shah ◽  
Daniel Seidel
Keyword(s):  
Hydrogen Bonding ◽  
Kinetic Resolution ◽  
Anion Binding

Bi-aryl rotation in phenyl-dihydroimidazoquinoline catalysts for kinetic resolution of arylalkyl carbinols

2014 ◽  
Vol 4 (7) ◽  
pp. 1909-1913 ◽  
Author(s):  
Zheng Wang ◽  
Jinjin Ye ◽  
Rui Wu ◽  
Yang-Zi Liu ◽  
John S. Fossey ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
High Selectivity ◽  
Very High ◽  
Nucleophilic Catalysts

Chiral nucleophilic catalysts, 6-aryl-phenyl-dihydroimidazoquinolines (PIQs), were designed, synthesised and applied to the kinetic resolution of arylalkyl carbinols with very high selectivity (S) factors (up to 530).

N-Acyl glycinates as acyl donors in serine protease-catalyzed kinetic resolution of amines. Improvement of selectivity and reaction rate

2008 ◽  
Vol 6 (21) ◽  
pp. 3917 ◽  
Author(s):  
Malek Nechab ◽  
Lahssen El Blidi ◽  
Nicolas Vanthuyne ◽  
Stéphane Gastaldi ◽  
Michèle P. Bertrand ◽  
...  
Keyword(s):  
Serine Protease ◽  
Reaction Rate ◽  
Kinetic Resolution ◽  
Acyl Donors

Chiral 4-Aryl-pyridine-N-oxide Nucleophilic Catalysts: Design, Synthesis, and Application in Acylative Dynamic Kinetic Resolution

ACS Catalysis ◽  
2021 ◽  
pp. 877-891
Author(s):  
Ming-Sheng Xie ◽  
Meng Shan ◽  
Ning Li ◽  
Yang-Guang Chen ◽  
Xiao-Bing Wang ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Dynamic Kinetic Resolution ◽  
Design Synthesis ◽  
Nucleophilic Catalysts

Studies towards the N-acylative kinetic resolution of NOBIN

2011 ◽  
Vol 76 (10) ◽  
pp. 1239-1253 ◽  
Author(s):  
Stellios Arseniyadis ◽  
Mohan Mahesh ◽  
Paul McDaid ◽  
Thomas Hampel ◽  
Stephen G. Davey ◽  
...  
Keyword(s):  
Small Molecule ◽  
Kinetic Resolution ◽  
Nucleophilic Catalysts

An investigation into the N-acylation of atropisomeric anilines 8 and 2, which are related to NOBIN (1), catalysed by small molecule chiral pyridine-based nucleophilic catalysts is described. The first organocatalytic kinetic resolution (KR) of an atropisomeric aniline is described.

scholarly journals Transient Operation: A Catalytic Chemoselective Hydrogenation of 2-Methyl-3-Butyn-2-ol via a Cooperative Pd and Radiofrequency Heating Directed Kinetic Resolution

Catalysts ◽  
2019 ◽  
Vol 9 (3) ◽  
pp. 283 ◽  
Author(s):  
Duaa Raja ◽  
Jabbar Gardy ◽  
Ali Hassanpour ◽  
Chun-Yu Ho ◽  
Javier Fernandez Garcia
Keyword(s):  
Reaction Rate ◽  
Kinetic Resolution ◽  
Temperature Cycling ◽  
Production Scale ◽  
Temperature Oscillations ◽  
Chemoselective Hydrogenation ◽  
Steady State Operation ◽  
Starting Point ◽  
Radiofrequency Heating ◽  
Periodic Temperature

The effect of periodic temperature oscillations has been studied for the hydrogenation of 2-methyl-3-butyn-2-ol over a Pd-based catalyst in a micro-trickle bed reactor. This hydrogenation was investigated using a radiofrequency heated reactor under transient conditions using temperature cycling. The dynamic operation using this configuration was found to increase both conversion and selectivity towards 2-methyl-3-buten-2-ol compared to the steady-state operation with an improvement of up to 24% for the selectivity being observed. The developments made here also result in a lower activation energy in comparison to previous data, providing a starting point for radiofrequency heating to enhance reaction rate through the exploitation of thermal cycling at production scale.

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