Efficient Total Syntheses of (−)-Colombiasin A and (−)-Elisapterosin B: Application of the Cr-Catalyzed Asymmetric Quinone Diels-Alder Reaction

2005 ◽  
Vol 44 (37) ◽  
pp. 6046-6050 ◽  
Author(s):  
Alessandro A. Boezio ◽  
Elizabeth R. Jarvo ◽  
Brian M. Lawrence ◽  
Eric N. Jacobsen
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Total Syntheses ◽  
Diels Alder Reaction ◽  
Colombiasin A

Efficient Total Syntheses of (-)-Colombiasin A and (-)-Elisapterosin B: Application of the Cr-Catalyzed Asymmetric Quinone Diels—Alder Reaction.

ChemInform ◽  
2006 ◽  
Vol 37 (3) ◽  
Author(s):  
Alessandro A. Boezio ◽  
Elizabeth R. Jarvo ◽  
Brian M. Lawrence ◽  
Eric N. Jacobsen
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Total Syntheses ◽  
Diels Alder Reaction ◽  
Colombiasin A

Efficient Total Syntheses of (−)-Colombiasin A and (−)-Elisapterosin B: Application of the Cr-Catalyzed Asymmetric Quinone Diels-Alder Reaction

2005 ◽  
Vol 117 (37) ◽  
pp. 6200-6204 ◽  
Author(s):  
Alessandro A. Boezio ◽  
Elizabeth R. Jarvo ◽  
Brian M. Lawrence ◽  
Eric N. Jacobsen
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Total Syntheses ◽  
Diels Alder Reaction ◽  
Colombiasin A

Total syntheses of ericifolione and analogues via a biomimetic inverse-electron-demand Diels-Alder reaction

2021 ◽  
Author(s):  
Tingting Zhou ◽  
Anquan Zheng ◽  
Luqiong Huo ◽  
Changgeng Li ◽  
Haibo Tan ◽  
...  
Keyword(s):  
Sodium Acetate ◽  
Alder Reaction ◽  
Diels Alder ◽  
Total Syntheses ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Sterically Hindered ◽  
Electron Demand

Driven by bioinspiration and appreciation of the structure of ericifolione, a biomimetic tautomerization/intermolecular inverse-electron-demand hetero Diels-Alder reaction cascade sequence promoted by sodium acetate to rapidly construct sterically hindered dihydropyran scaffolds...

Latest Applications of the Diels-Alder Reaction in the Synthesis of Natural Products (2017-2020)

Synthesis ◽  
2021 ◽  
Author(s):  
Markus Kalesse ◽  
Aamer Saeed ◽  
Alexandru Sara ◽  
Um-e Farwa
Keyword(s):  
Natural Products ◽  
Natural Product ◽  
Building Blocks ◽  
Alder Reaction ◽  
Diels Alder ◽  
High Rank ◽  
Total Syntheses ◽  
Diels Alder Reaction ◽  
Natural Product Chemist

The Diels-Alder reaction has long established its high rank in the toolbox of any natural product chemist. The tremendous toleration of building blocks of various complexity and derivatization degree, as well as the enablement of furnishing six-membered rings with well-defined stereochemistry represents its main features and advantages. In recent years, many total syntheses of natural products relied at some point on the use of a [4+2]-cycloaddition step. Among classic approaches, several modifications of the Diels-Alder reaction, such as hetero-Diels-Alder reactions, dehydro-Diels-Alder reactions or domino-Diels-Alder reactions have been employed to extend the scope in the synthesis of natural products. Our review covers the application of the Diels-Alder reaction in natural product syntheses from 2017 to 2020, as well as selected methodologies which were inspired by, or could be used to access natural products.

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