Multicomponent reaction through cooperative trio catalysis incorporating enamine, Brønsted acid and metal Lewis acid catalysis: a concise route to access chromans

2017 ◽  
Vol 15 (23) ◽  
pp. 4933-4936 ◽  
Author(s):  
Chamini V. Karunaratne ◽  
Ryan G. Sarkisian ◽  
Jennifer Reeves ◽  
Yongming Deng ◽  
Kraig A. Wheeler ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Multicomponent Reaction ◽  
Acid Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Lewis Acid Catalysis ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

Chroman formation is achieved through a tricatalytic system incorporating enamine, metal Lewis acid and Brønsted acid catalysis.

scholarly journals Asymmetric synthesis of CF2-functionalized aziridines by combined strong Brønsted acid catalysis

2020 ◽  
Vol 16 ◽  
pp. 638-644
Author(s):  
Xing-Fa Tan ◽  
Fa-Guang Zhang ◽  
Jun-An Ma
Keyword(s):  
Asymmetric Synthesis ◽  
Multicomponent Reaction ◽  
Acid Catalysis ◽  
Optical Purity ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Phenyl Sulfone ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

A diastereo- and enantioselective approach to access chiral CF2-functionalized aziridines from difluorodiazoethyl phenyl sulfone (PhSO2CF2CHN2) and in situ-formed aldimines is described. This multicomponent reaction is enabled by a combined strong Brønsted acid catalytic platform consisting of a chiral disulfonimide and 2-carboxyphenylboronic acid. The optical purity of the obtained CF2-substituted aziridines could be further improved by a practical dissolution–filtration procedure.

Iron(III)‐Catalyzed Hydration of Unactivated Internal Alkynes in Weak Acidic Medium, under Lewis Acid‐Assisted Brønsted Acid Catalysis

2019 ◽  
Vol 361 (19) ◽  
pp. 4517-4526
Author(s):  
Achille Antenucci ◽  
Piergiorgio Flamini ◽  
Marco Valerio Fornaiolo ◽  
Sergio Di Silvio ◽  
Sara Mazzetti ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Acidic Medium ◽  
Acid Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Internal Alkynes ◽  
Bronsted Acid Catalysis

scholarly journals Asymmetric Synthesis of CF2-Aziridines Enabled by Combined Strong Brønsted Acid Catalysis

2020 ◽  
Author(s):  
Xing-Fa Tan ◽  
Fa-Guang Zhang ◽  
Jun-An Ma
Keyword(s):  
Asymmetric Synthesis ◽  
Multicomponent Reaction ◽  
Acid Catalysis ◽  
Optical Purity ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

A diastereo- and enantioselective approach to access chiral CF2-functionalized aziridines from phenylsulfone difluorodiazoethane (PhSO2CF2CHN2) and in-situ formed aldimines is described. This multicomponent reaction is enabled by a combined strong Brønsted acid catalytic platform consisting of a chiral disulfonimide and 2-carboxyphenylboronic acid. The optical purity of obtained CF2-aziridines could be further improved by a practical dissolution-filtration procedure.

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