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Literature DB >> 32337503

Lewis acid-catalyzed carbonyl-olefin metathesis.

Abstract

Catalytic carbonyl-olefin metathesis reactions enable direct carbon-carbon bond formation between carbonyl and olefin substrates relying on carbonyl-activation with a suitable Lewis acid. Based on this reaction design principle, efficient protocols for intermolecular carbonyl-olefin metathesis, as well as ring-closing and ring-opening carbonyl-olefin metathesis have been developed.

Entities: Chemical

Keywords: FeCl3; Lewis acid catalysis; carbonyl-olefin metathesis; oxetane

Year: 2019 PMID： 32337503 PMCID： PMC7182056 DOI： 10.1016/j.trechm.2019.02.011

Source DB: PubMed Journal: Trends Chem ISSN： 2589-5974

7 in total

1. FeCl3 -Catalyzed Ring-Closing Carbonyl-Olefin Metathesis.

Authors: Lina Ma; Wenjuan Li; Hui Xi; Xiaohui Bai; Enlu Ma; Xiaoyu Yan; Zhiping Li
Journal: Angew Chem Int Ed Engl Date: 2016-07-19 Impact factor: 15.336

2. Mechanistic Investigations of the Iron(III)-Catalyzed Carbonyl-Olefin Metathesis Reaction.

Authors: Jacob R Ludwig; Susan Phan; Christopher C McAtee; Paul M Zimmerman; James J Devery; Corinna S Schindler
Journal: J Am Chem Soc Date: 2017-07-28 Impact factor: 15.419

3. GaCl₃-Catalyzed Ring-Opening Carbonyl-Olefin Metathesis.

Authors: Haley Albright; Hannah L Vonesh; Marc R Becker; Brandon W Alexander; Jacob R Ludwig; Ren A Wiscons; Corinna S Schindler
Journal: Org Lett Date: 2018-07-27 Impact factor: 6.005

4. Polycyclic Aromatic Hydrocarbons via Iron(III)-Catalyzed Carbonyl-Olefin Metathesis.

Authors: Christopher C McAtee; Paul S Riehl; Corinna S Schindler
Journal: J Am Chem Soc Date: 2017-02-21 Impact factor: 15.419

5. 3-Aryl-2,5-Dihydropyrroles via Catalytic Carbonyl-Olefin Metathesis.

Authors: Emilia J Groso; Alexander N Golonka; Ryan A Harding; Brandon W Alexander; Taylor M Sodano; Corinna S Schindler
Journal: ACS Catal Date: 2018-01-18 Impact factor: 13.084

6. Iron(III)-catalysed carbonyl-olefin metathesis.

Authors: Jacob R Ludwig; Paul M Zimmerman; Joseph B Gianino; Corinna S Schindler
Journal: Nature Date: 2016-04-27 Impact factor: 49.962

7. Catalytic Carbonyl-Olefin Metathesis of Aliphatic Ketones: Iron(III) Homo-Dimers as Lewis Acidic Superelectrophiles.

Authors: Haley Albright; Paul S Riehl; Christopher C McAtee; Jolene P Reid; Jacob R Ludwig; Lindsey A Karp; Paul M Zimmerman; Matthew S Sigman; Corinna S Schindler
Journal: J Am Chem Soc Date: 2019-01-16 Impact factor: 15.419

7 in total

6 in total

Review 6. Carbonyl-Olefin Metathesis.

Authors: Haley Albright; Ashlee J Davis; Jessica L Gomez-Lopez; Hannah L Vonesh; Phong K Quach; Tristan H Lambert; Corinna S Schindler
Journal: Chem Rev Date: 2021-06-16 Impact factor: 72.087

6 in total

Lewis acid-catalyzed carbonyl-olefin metathesis.

1. FeCl3 -Catalyzed Ring-Closing Carbonyl-Olefin Metathesis.

2. Mechanistic Investigations of the Iron(III)-Catalyzed Carbonyl-Olefin Metathesis Reaction.

3. GaCl₃-Catalyzed Ring-Opening Carbonyl-Olefin Metathesis.

4. Polycyclic Aromatic Hydrocarbons via Iron(III)-Catalyzed Carbonyl-Olefin Metathesis.

5. 3-Aryl-2,5-Dihydropyrroles via Catalytic Carbonyl-Olefin Metathesis.

6. Iron(III)-catalysed carbonyl-olefin metathesis.

7. Catalytic Carbonyl-Olefin Metathesis of Aliphatic Ketones: Iron(III) Homo-Dimers as Lewis Acidic Superelectrophiles.

1. Characterizing Lewis Pairs Using Titration Coupled with In Situ Infrared Spectroscopy.

2. Investigation of Lewis Acid-Carbonyl Solution Interactions via Infrared-Monitored Titration.

3. Dealkenylative Alkenylation: Formal σ-Bond Metathesis of Olefins.

4. Brønsted-Acid-Catalyzed Intramolecular Carbonyl-Olefin Reactions: Interrupted Metathesis vs Carbonyl-Ene Reaction.

5. A donor-acceptor complex enables the synthesis of E-olefins from alcohols, amines and carboxylic acids.

Review 6. Carbonyl-Olefin Metathesis.