In Situ Assembled Boronate Ester Assisted Chiral Carboxylic Acid Catalyzed Asymmetric Trans-Aziridinations

2013 ◽  
Vol 135 (47) ◽  
pp. 17667-17670 ◽  
Author(s):  
Takuya Hashimoto ◽  
Alberto Osuna Gálvez ◽  
Keiji Maruoka
Keyword(s):  
Carboxylic Acid ◽  
Boronate Ester ◽  
Acid Catalyzed

ChemInform Abstract: In situ Assembled Boronate Ester Assisted Chiral Carboxylic Acid Catalyzed Asymmetric trans-Aziridinations.

ChemInform ◽  
2014 ◽  
Vol 45 (21) ◽  
pp. no-no
Author(s):  
Takuya Hashimoto ◽  
Alberto Osuna Galvez ◽  
Keiji Maruoka
Keyword(s):  
Carboxylic Acid ◽  
Boronate Ester ◽  
Acid Catalyzed

Dehydrogenation of Alcohols to Carboxylic Acid Catalyzed by in Situ-Generated Facial Ruthenium-CPP Complex

2019 ◽  
Vol 84 (14) ◽  
pp. 9151-9160 ◽  
Author(s):  
Hui-Min Liu ◽  
Lei Jian ◽  
Chao Li ◽  
Chun-Chun Zhang ◽  
Hai-Yan Fu ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Acid Catalyzed

Catalytic Carbonyl-Olefin Metathesis of Aliphatic Ketones: Iron(III) HomoDimers as Lewis Acidic Superelectrophiles

2018 ◽  
Author(s):  
Haley Albright ◽  
Paul S. Riehl ◽  
Christopher C. McAtee ◽  
Jolene P. Reid ◽  
Jacob R. Ludwig ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Olefin Metathesis ◽  
Acid Activation ◽  
Lewis Acid Catalysts ◽  
Distinct Mode ◽  
Aliphatic Ketones ◽  
Carbon Carbon Bond ◽  
Metathesis Reactions ◽  
Acid Catalyzed

<div>Catalytic carbonyl-olefin metathesis reactions have recently been developed as a powerful tool for carbon-carbon bond</div><div>formation. However, currently available synthetic protocols rely exclusively on aryl ketone substrates while the corresponding aliphatic analogs remain elusive. We herein report the development of Lewis acid-catalyzed carbonyl-olefin ring-closing metathesis reactions for aliphatic ketones. Mechanistic investigations are consistent with a distinct mode of activation relying on the in situ formation of a homobimetallic singly-bridged iron(III)-dimer as the active catalytic species. These “superelectrophiles” function as more powerful Lewis acid catalysts that form upon association of individual iron(III)-monomers. While this mode of Lewis acid activation has previously been postulated to exist, it has not yet been applied in a catalytic setting. The insights presented are expected to enable further advancement in Lewis acid catalysis by building upon the activation principle of “superelectrophiles” and broaden the current scope of catalytic carbonyl-olefin metathesis reactions.</div>

Trifluoroacetic acid catalyzed highly regioselective bromocyclization of styrene-type carboxylic acid

2016 ◽  
Vol 14 (20) ◽  
pp. 4571-4575 ◽  
Author(s):  
Tao Chen ◽  
Ying-Yeung Yeung
Keyword(s):  
Carboxylic Acid ◽  
Trifluoroacetic Acid ◽  
Acid Catalyzed

A trifluoroacetic acid catalyzed highly 6-endo regioselective bromocyclization of styrene-type carboxylic acid has been developed.

In situ generation of nitrilium from nitrile ylide and the subsequent Mumm rearrangement: copper-catalyzed synthesis of unsymmetrical diacylglycine esters

2016 ◽  
Vol 14 (45) ◽  
pp. 10723-10732 ◽  
Author(s):  
Jijun Chen ◽  
Ying Shao ◽  
Liang Ma ◽  
Meihua Ma ◽  
Xiaobing Wan
Keyword(s):  
Carboxylic Acid ◽  
Diazo Compounds ◽  
Acid Nitrile ◽  
In Situ Generation

A novel in situ generation of nitrilium from nitrile ylide and the subsequent Mumm rearrangement of carboxylic acid, nitrile, and diazo compounds gave various unsymmetrical diacylglycine esters.

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