Metal-Free Chiral Phosphoric Acid or Chiral Metal Phosphate as Active Catalyst in the Activation of N-Acyl Aldimines

Synlett ◽  
2011 ◽  
Vol 2011 (09) ◽  
pp. 1255-1258 ◽  
Author(s):  
Masahiro Terada ◽  
Kyohei Kanomata
Keyword(s):  
Phosphoric Acid ◽  
Active Catalyst ◽  
Metal Phosphate ◽  
Metal Free ◽  
Chiral Phosphoric Acid

scholarly journals Metal-free, visible-light induced enantioselective three-component dicarbofunctionalization and oxytrifluoromethylation of enamines via chiral phosphoric acid catalysis

2022 ◽  
Author(s):  
Hui Liang ◽  
Dong-Sheng Ji ◽  
Guo-Qiang Xu ◽  
Yong-Chun Luo ◽  
Hai-Xue Zheng ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Visible Light ◽  
Acid Catalysis ◽  
Metal Free ◽  
Chiral Phosphoric Acid ◽  
Carbon Centered Radical ◽  
Visible Light Driven

Using diverse carbon-centered radical precursors and electron-rich (hetero)aromatics and alcohols as nucleophiles, a visible-light driven chiral phosphoric acid (CPA) catalyzed asymmetric intermolecular, three-component radical-initiated dicarbofunctionalization and oxytrifluoromethylation of enamines was...

scholarly journals Reduction of Nitroarenes to Anilines with a Benzothiazoline: Application to Enantioselective Synthesis of 2-Arylquinoline Derivatives

Synlett ◽  
2018 ◽  
Vol 30 (04) ◽  
pp. 499-502 ◽  
Author(s):  
Masamichi Miyagawa ◽  
Ryota Yamamoto ◽  
Nanako Kobayashi ◽  
Takahiko Akiyama
Keyword(s):  
Phosphoric Acid ◽  
Enantioselective Synthesis ◽  
Hydrogen Donor ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Metal Free ◽  
Aniline Derivatives ◽  
Chiral Phosphoric Acid ◽  
Brönsted Acid ◽  
Short Time

The metal-free reduction of nitroarenes to aniline derivatives was accomplished in a short time by using a benzothiazoline as the hydrogen donor in combination with a Brønsted acid. An enantioselective synthesis of 2-arylquinolines was achieved by using 1-aryl-3-(2-nitrophenyl)propan-1-ones as starting materials and a combination of a benzothiazoline and a chiral phosphoric acid.

scholarly journals A Molecular Stereostructure Descriptor Based On Spherical Projection

Synlett ◽  
2020 ◽  
Author(s):  
Shuo-Qing Zhang ◽  
Xin Hong ◽  
Li-Cheng Xu ◽  
Xin Li ◽  
Miao-Jiong Tang ◽  
...  
Keyword(s):  
Machine Learning ◽  
Phosphoric Acid ◽  
Asymmetric Catalysis ◽  
Van Der Waals ◽  
Chiral Phosphoric Acid ◽  
Key Features ◽  
Precise Representation ◽  
Spherical Projection

AbstractDescription of molecular stereostructure is critical for the machine learning prediction of asymmetric catalysis. Herein we report a spherical projection descriptor of molecular stereostructure (SPMS), which allows precise representation of the molecular van der Waals (vdW) surface. The key features of SPMS descriptor are presented using the examples of chiral phosphoric acid, and the machine learning application is demonstrated in Denmark’s dataset of asymmetric thiol addition to N-acylimines. In addition, SPMS descriptor also offers a color-coded diagram that provides straightforward chemical interpretation of the steric environment.

Chiral Phosphoric Acid Catalyzed Stereoselective Spiroketalizations

Synlett ◽  
2013 ◽  
Vol 24 (06) ◽  
pp. 661-665 ◽  
Author(s):  
Pavel Nagorny ◽  
Zhankui Sun ◽  
Grace Winschel
Keyword(s):  
Phosphoric Acid ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

Asymmetric Arylative Dearomatization of β-Naphthols Catalyzed by a Chiral Phosphoric Acid

2017 ◽  
Vol 23 (22) ◽  
pp. 5381-5385 ◽  
Author(s):  
Xiao-Qiang Li ◽  
Hui Yang ◽  
Jiao-Jiao Wang ◽  
Bo-Bo Gou ◽  
Jie Chen ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Chiral Phosphoric Acid

Direct Asymmetric α-Hydroxylation of Cyclic α-Branched Ketones through Enol Catalysis

Synlett ◽  
2018 ◽  
Vol 30 (01) ◽  
pp. 49-53 ◽  
Author(s):  
Benjamin List ◽  
Grigory Shevchenko ◽  
Gabriele Pupo
Keyword(s):  
Natural Products ◽  
Phosphoric Acid ◽  
Carbonyl Compounds ◽  
Tertiary Alcohols ◽  
Chiral Phosphoric Acid

Enantiopure α-hydroxy carbonyl compounds are common scaffolds in natural products and pharmaceuticals. Although indirect approaches towards their synthesis are known, direct asymmetric methodologies are scarce. Herein, we report the first direct asymmetric α-hydroxylation of α-branched ketones through enol catalysis, enabling a facile access to valuable α-keto tertiary alcohols. The transformation, characterized by the use of nitrosobenzene as the oxidant and a new chiral phosphoric acid as the catalyst, delivers a good scope and excellent enantioselectivities.

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