The first catalytic asymmetric cycloadditions of imines with an enolisable anhydride

2016 ◽  
Vol 14 (29) ◽  
pp. 6955-6959 ◽  
Author(s):  
Sarah A. Cronin ◽  
Aarón Gutiérrez Collar ◽  
Sivaji Gundala ◽  
Claudio Cornaggia ◽  
Esther Torrente ◽  
...  
Keyword(s):  
Cycloaddition Reactions ◽  
Catalytic Asymmetric ◽  
Asymmetric Cycloadditions

The first asymmetric cycloaddition reactions between imines and enolisable anhydrides is described.

ChemInform Abstract: The First Catalytic Asymmetric Cycloadditions of Imines with an Enolizable Anhydride.

ChemInform ◽  
2016 ◽  
Vol 47 (49) ◽  
Author(s):  
Sarah A. Cronin ◽  
Aaron Gutierrez Collar ◽  
Sivaji Gundala ◽  
Claudio Cornaggia ◽  
Esther Torrente ◽  
...  
Keyword(s):  
Catalytic Asymmetric ◽  
Asymmetric Cycloadditions

Catalytic Asymmetric Cycloadditions between Aldehydes and Enolizable Anhydrides: cis-Selective Dihydroisocoumarin Formation

2018 ◽  
Vol 83 (24) ◽  
pp. 15499-15511 ◽  
Author(s):  
Maria Luisa Aiello ◽  
Umar Farid ◽  
Cristina Trujillo ◽  
Brendan Twamley ◽  
Stephen J. Connon
Keyword(s):  
Catalytic Asymmetric ◽  
Asymmetric Cycloadditions

scholarly journals Catalytic asymmetric cycloaddition reactions of enoldiazo compounds

2019 ◽  
Vol 17 (17) ◽  
pp. 4183-4195 ◽  
Author(s):  
Kostiantyn O. Marichev ◽  
Michael P. Doyle
Keyword(s):  
Cycloaddition Reactions ◽  
Asymmetric Catalytic ◽  
Recent Advances ◽  
Catalytic Asymmetric

Review of recent advances in asymmetric catalytic cycloaddition reactions of silyl-protected enoldiazo compounds.

scholarly journals Organocatalytic Asymmetric [2 + 4] Cycloadditions of 3-Vinylindoles with ortho-Quinone Methides

Molecules ◽  
2021 ◽  
Vol 26 (21) ◽  
pp. 6751
Author(s):  
Si-Jia Liu ◽  
Man-Su Tu ◽  
Kai-Yue Liu ◽  
Jia-Yi Chen ◽  
Shao-Fei Ni ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Structural Diversity ◽  
Quinone Methides ◽  
Chiral Phosphoric Acid ◽  
Catalytic Asymmetric ◽  
High Yields ◽  
Asymmetric Cycloadditions

Catalytic asymmetric [2 + 4] cycloadditions of 3-vinylindoles with ortho-quinone methides and their precursors were carried out in the presence of chiral phosphoric acid to afford a series of indole-containing chroman derivatives with structural diversity in overall high yields (up to 98%), good diastereoselectivities (up to 93:7 dr) and moderate to excellent enantioselectivities (up to 98% ee). This approach not only enriches the chemistry of catalytic asymmetric cycloadditions involving 3-vinylindoles but is also useful for synthesizing chiral chroman derivatives.

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.

ChemInform Abstract: Development of Catalytic Asymmetric 1,4-Addition and [3 + 2] Cycloaddition Reactions Using Chiral Calcium Complexes.

ChemInform ◽  
2009 ◽  
Vol 40 (8) ◽  
Author(s):  
Tetsu Tsubogo ◽  
Susumu Saito ◽  
Kazutaka Seki ◽  
Yasuhiro Yamashita ◽  
Shu Kobayashi
Keyword(s):  
Cycloaddition Reactions ◽  
Calcium Complexes ◽  
Catalytic Asymmetric

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
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