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Literature DB >> 23447554

Industrial applications of the Diels-Alder reaction.

Abstract

The Diels-Alder reaction is one of the most popular transformations for organic chemists to generate molecular complexity efficiently. Surprisingly, little is known about its industrial application for the synthesis of pharmacologically active ingredients, agrochemicals, and flavors and fragrances. This Review highlights selected examples, with a focus on large-scale applications (>1 kg) from a process research and development perspective.

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Year: 2013 PMID： 23447554 DOI： 10.1002/anie.201201636

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

17 in total

1. Quantum and Molecular Mechanical (QM/MM) Monte Carlo Techniques for Modeling Condensed-Phase Reactions.

Authors: Orlando Acevedo; Wiliiam L Jorgensen
Journal: Wiley Interdiscip Rev Comput Mol Sci Date: 2014-09

2. Zn-catalyzed enantio- and diastereoselective formal [4 + 2] cycloaddition involving two electron-deficient partners: asymmetric synthesis of piperidines from 1-azadienes and nitro-alkenes.

Authors: John C K Chu; Derek M Dalton; Tomislav Rovis
Journal: J Am Chem Soc Date: 2015-03-30 Impact factor: 15.419

3. Triazolinediones enable ultrafast and reversible click chemistry for the design of dynamic polymer systems.

Authors: Stijn Billiet; Kevin De Bruycker; Frank Driessen; Hannelore Goossens; Veronique Van Speybroeck; Johan M Winne; Filip E Du Prez
Journal: Nat Chem Date: 2014-08-11 Impact factor: 24.427

Review 4. Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress.

Authors: Zhigeng Lin; Baoying Huang; Lufeng Ouyang; Liyao Zheng
Journal: Molecules Date: 2022-06-02 Impact factor: 4.927

Industrial applications of the Diels-Alder reaction.

1. Quantum and Molecular Mechanical (QM/MM) Monte Carlo Techniques for Modeling Condensed-Phase Reactions.

2. Zn-catalyzed enantio- and diastereoselective formal [4 + 2] cycloaddition involving two electron-deficient partners: asymmetric synthesis of piperidines from 1-azadienes and nitro-alkenes.

3. Triazolinediones enable ultrafast and reversible click chemistry for the design of dynamic polymer systems.

Review 4. Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress.

5. Structural Basis of Cyclic 1,3-Diene Forming Acyl-Coenzyme A Dehydrogenases.

6. Radical/Polar Annulation Reactions (RPARs) Enable the Modular Construction of Cyclopropanes.

7. Genome-Mined Diels-Alderase Catalyzes Formation of the cis-Octahydrodecalins of Varicidin A and B.

8. Unconventional exo selectivity in thermal normal-electron-demand Diels-Alder reactions.

9. First thia-Diels-Alder reactions of thiochalcones with 1,4-quinones.

10. Diels-Alder Reactivity of a Chiral Anthracene Template with Symmetrical and Unsymmetrical Dienophiles: A DFT Study.