Crystal Structure of a Chiral Titanium Catalyst-Alkene Complex. The Intermediate in Catalytic Asymmetric Diels-Alder and 1,3-Dipolar Cycloaddition Reactions

1995 ◽  
Vol 117 (15) ◽  
pp. 4435-4436 ◽  
Author(s):  
Kurt V. Gothelf ◽  
Rita G. Hazell ◽  
Karl Anker Jorgensen
Keyword(s):  
Crystal Structure ◽  
Diels Alder ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Titanium Catalyst ◽  
Catalytic Asymmetric

Tandem dihetero-Diels–Alder and Huisgen cycloaddition reactions. Synthesis, crystal structure and hydrolysis of the novel cage phosphoranes

2018 ◽  
Vol 5 (21) ◽  
pp. 3113-3128 ◽  
Author(s):  
Nadezhda R. Khasiyatullina ◽  
Tamara A. Baronova ◽  
Ekaterina V. Mironova ◽  
Robert R. Fayzullin ◽  
Igor A. Litvinov ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Carbonyl Compounds ◽  
Diels Alder ◽  
Cycloaddition Reactions ◽  
The Novel ◽  
Hydrolysis Of

The reaction of 2-(1-phenylvinyloxy)benzo-1,3,2-dioxaphosphole with activated carbonyl compounds leads to the stereoselective formation of cage phosphoranes.

scholarly journals Nucleophilic Dearomatization of Activated Pyridines

Catalysts ◽  
2018 ◽  
Vol 8 (12) ◽  
pp. 632 ◽  
Author(s):  
Giulio Bertuzzi ◽  
Luca Bernardi ◽  
Mariafrancesca Fochi
Keyword(s):  
Nitrogen Heterocycles ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Organometallic Reagents ◽  
Pyridine Nitrogen ◽  
Pyridinium Ylides ◽  
Catalytic Asymmetric ◽  
Synthetic Approaches ◽  
Nitrogen Functionalization ◽  
Pyridinium Ion

Amongst nitrogen heterocycles of different ring sizes and oxidation statuses, dihydropyridines (DHP) occupy a prominent role due to their synthetic versatility and occurrence in medicinally relevant compounds. One of the most straightforward synthetic approaches to polysubstituted DHP derivatives is provided by nucleophilic dearomatization of readily assembled pyridines. In this article, we collect and summarize nucleophilic dearomatization reactions of - pyridines reported in the literature between 2010 and mid-2018, complementing and updating previous reviews published in the early 2010s dedicated to various aspects of pyridine chemistry. Since functionalization of the pyridine nitrogen, rendering a (transient) pyridinium ion, is usually required to render the pyridine nucleus sufficiently electrophilic to suffer the attack of a nucleophile, the material is organized according to the type of N-functionalization. A variety of nucleophilic species (organometallic reagents, enolates, heteroaromatics, umpoled aldehydes) can be productively engaged in pyridine dearomatization reactions, including catalytic asymmetric implementations, providing useful and efficient synthetic platforms to (enantioenriched) DHPs. Conversely, pyridine nitrogen functionalization can also lead to pyridinium ylides. These dipolar species can undergo a variety of dipolar cycloaddition reactions with electron-poor dipolarophiles, affording polycyclic frameworks and embedding a DHP moiety in their structures.

Intramolecular Diels−Alder and Tandem Intramolecular Diels−Alder/1,3-Dipolar Cycloaddition Reactions of 1,3,4-Oxadiazoles

2002 ◽  
Vol 124 (38) ◽  
pp. 11292-11294 ◽  
Author(s):  
Gordon D. Wilkie ◽  
Gregory I. Elliott ◽  
Brian S. J. Blagg ◽  
Scott E. Wolkenberg ◽  
Danielle R. Soenen ◽  
...  
Keyword(s):  
Diels Alder ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions

Alkenyl Arenes as Dipolarophiles in Catalytic Asymmetric 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides

2016 ◽  
Vol 55 (49) ◽  
pp. 15334-15338 ◽  
Author(s):  
Ana Pascual-Escudero ◽  
Abel de Cózar ◽  
Fernando P. Cossío ◽  
Javier Adrio ◽  
Juan C. Carretero
Keyword(s):  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Catalytic Asymmetric

ChemInform Abstract: Regio- and Periselective Diels-Alder and 1,3-Dipolar Cycloaddition Reactions with a 1,2,4-Triazepine (I). Theoretical Discussions.

ChemInform ◽  
1988 ◽  
Vol 19 (44) ◽  
Author(s):  
A. HASNAOUI ◽  
M. EL MESSAOUDI ◽  
M. EL MOUHTADI ◽  
J.-M. GOUPIL ◽  
J.-P. LAVERGNE
Keyword(s):  
Diels Alder ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions

Alkenyl Arenes as Dipolarophiles in Catalytic Asymmetric 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides

2016 ◽  
Vol 128 (49) ◽  
pp. 15560-15564 ◽  
Author(s):  
Ana Pascual-Escudero ◽  
Abel de Cózar ◽  
Fernando P. Cossío ◽  
Javier Adrio ◽  
Juan C. Carretero
Keyword(s):  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Catalytic Asymmetric
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