New zirconium hydrogen phosphate alkyl and/or aryl phosphonates with high surface area as heterogeneous Brønsted acid catalysts for aza-Diels–Alder reaction in aqueous medium

2011 ◽  
Vol 277 (1) ◽  
pp. 80-87 ◽  
Author(s):  
Daniela Lanari ◽  
Francesca Montanari ◽  
Fabio Marmottini ◽  
Oriana Piermatti ◽  
Mara Orrù ◽  
...  
Keyword(s):  
Aqueous Medium ◽  
Surface Area ◽  
High Surface ◽  
High Surface Area ◽  
Alder Reaction ◽  
Diels Alder ◽  
Acid Catalysts ◽  
Hydrogen Phosphate ◽  
Diels Alder Reaction ◽  
Brönsted Acid

Asymmetric Synthesis of Fused Tetrahydroquinolines via Intramolecular Aza-Diels-Alder Reaction of ortho-Quinone Methide Imines

Synthesis ◽  
2021 ◽  
Author(s):  
Fabian Hofmann ◽  
Cornelius Gärtner ◽  
Martin Kretzschmar ◽  
Christoph Schneider
Keyword(s):  
Asymmetric Synthesis ◽  
Alder Reaction ◽  
Single Step ◽  
Diels Alder ◽  
Quinone Methide ◽  
Bronsted Acid ◽  
Atom Economy ◽  
Diels Alder Reaction ◽  
Brönsted Acid ◽  
Chiral Bronsted Acid

Aza-Diels Alder reactions are straightforward processes in the construction of N-heterocycles, featuring inherent atom-economy and stereospecificity. Intramolecular strategies allow formation of bicyclic core structures with up to three stereocenters within a single step. Herein, this concept is combined with the chemistry of chiral Brønsted acid-bound ortho-quinone methide imines generating a range of interesting fused tetrahydro-quinolines in a diastereo- and enantioselective manner.

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