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Literature DB >> 30122808

Lewis Acid Catalyzed Carbonyl-Olefin Metathesis.

Abstract

Olefin-olefin metathesis has led to important advances in diverse fields of research, including synthetic chemistry, materials science and chemical biology. The corresponding carbonyl-olefin metathesis also enables direct carbon-carbon bond formation from readily available precursors, however, currently available synthetic procedures are significantly less advanced. This Synpacts article provides an overview of recent achievements in the field of Lewis acid-mediated and Lewis-acid catalyzed carbonyl-olefin metathesis reactions.

Entities: Chemical Disease

Keywords: Carbonyl-olefin metathesis; Lewis acid; base metal; iron

Year: 2017 PMID： 30122808 PMCID： PMC6097637 DOI： 10.1055/s-0036-1588827

Source DB: PubMed Journal: Synlett ISSN： 0936-5214 Impact factor: 2.454

15 in total

1. Reliable Transition State Searches Integrated with the Growing String Method.

Authors: Paul Zimmerman
Journal: J Chem Theory Comput Date: 2013-06-11 Impact factor: 6.006

2. 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

3. Organocatalytic carbonyl-olefin metathesis.

Authors: Allison K Griffith; Christine M Vanos; Tristan H Lambert
Journal: J Am Chem Soc Date: 2012-11-05 Impact factor: 15.419

4. Protic-solvent-mediated cycloisomerization of quinoline and isoquinoline propargylic alcohols: syntheses of (±)-3-demethoxyerythratidinone and (±)-cocculidine.

Authors: Stephen T Heller; Toshihiro Kiho; Alison R H Narayan; Richmond Sarpong
Journal: Angew Chem Int Ed Engl Date: 2013-09-05 Impact factor: 15.336

5. Double-tandem [4π+2π]·[2π+2π]·[4π+2π]·[2π+2π] synthetic sequence with photoprotolytic oxametathesis and photoepoxidation in the chromone series.

Authors: Roman A Valiulin; Teresa M Arisco; Andrei G Kutateladze
Journal: J Org Chem Date: 2011-01-26 Impact factor: 4.354

6. Paternò-Büchi reaction between furan and heterocyclic aldehydes: oxetane formation vs. metathesis.

Authors: Maurizio D'Auria; Rocco Racioppi; Licia Viggiani
Journal: Photochem Photobiol Sci Date: 2010-06-21 Impact factor: 3.982

7. 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

8. Total syntheses of (-)-huperzine Q and (+)-lycopladines B and C.

Authors: Benke Hong; Houhua Li; Jinbao Wu; Jing Zhang; Xiaoguang Lei
Journal: Angew Chem Int Ed Engl Date: 2014-10-30 Impact factor: 15.336

9. Photoinduced intramolecular cyclopentanation vs photoprotolytic oxametathesis in polycyclic alkenes outfitted with conformationally constrained aroylmethyl chromophores.

Authors: Roman A Valiulin; Teresa M Arisco; Andrei G Kutateladze
Journal: J Org Chem Date: 2012-11-07 Impact factor: 4.354

10. Olefinic ester and diene ring-closing metathesis using a reduced titanium alkylidene.

Authors: Karthik Iyer; Jon D Rainier
Journal: J Am Chem Soc Date: 2007-09-27 Impact factor: 15.419

12 in total

1. Synthesis of 2H-Chromenes via Hydrazine-Catalyzed Ring-Closing Carbonyl-Olefin Metathesis.

Authors: Yunfei Zhang; Janis Jermaks; Samantha N MacMillan; Tristan H Lambert
Journal: ACS Catal Date: 2019-09-10 Impact factor: 13.084

2. Synthesis of 1,2-Dihydroquinolines via Hydrazine-Catalyzed Ring-Closing Carbonyl-Olefin Metathesis.

Authors: Yunfei Zhang; Jae Hun Sim; Samantha N MacMillan; Tristan H Lambert
Journal: Org Lett Date: 2020-07-15 Impact factor: 6.005

3. 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

4. Catalyst Behavior in Metal-Catalyzed Carbonyl-Olefin Metathesis.

Authors: Carly S Hanson; Mary C Psaltakis; Janiel J Cortes; James J Devery
Journal: J Am Chem Soc Date: 2019-07-22 Impact factor: 15.419

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

Authors: Carly S Hanson; James J Devery
Journal: J Vis Exp Date: 2020-02-20 Impact factor: 1.355

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

Authors: Tanmay Malakar; Paul M Zimmerman
Journal: J Org Chem Date: 2021-01-21 Impact factor: 4.354

Review 8. 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

9. Tropylium-promoted carbonyl-olefin metathesis reactions.

Authors: Uyen P N Tran; Giulia Oss; Domenic P Pace; Junming Ho; Thanh V Nguyen
Journal: Chem Sci Date: 2018-05-04 Impact factor: 9.825

10. Catalytic, transannular carbonyl-olefin metathesis reactions.

Authors: Paul S Riehl; Daniel J Nasrallah; Corinna S Schindler
Journal: Chem Sci Date: 2019-09-25 Impact factor: 9.825