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Literature DB >> 11405739

Catalytic asymmetric vinylation of ketone enolates.

A Chieffi¹, K Kamikawa, J Ahman, J M Fox, S L Buchwald.

Abstract

[see reaction]. A protocol for the catalytic asymmetric vinylation of ketone enolates has been developed. Key to the success of this process was the development of new electron-rich chiral monodentate ligands.

Entities: Chemical

Mesh：

Substances：
Ketones
Vinyl Compounds

Year: 2001 PMID： 11405739 DOI： 10.1021/ol0159470

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

26 in total

1. Alpha-arylation of 3-aryloxindoles.

Authors: Cheng-Kang Mai; Matthew F Sammons; Tarek Sammakia
Journal: Org Lett Date: 2010-05-21 Impact factor: 6.005

2. Palladium-Catalyzed Selective α-Alkenylation of Pyridylmethyl Ethers with Vinyl Bromides.

Authors: Xiaodong Yang; Byeong-Seon Kim; Minyan Li; Patrick J Walsh
Journal: Org Lett Date: 2016-05-10 Impact factor: 6.005

3. Synthesis of (-)-Mitrephorone A via a Bioinspired Late Stage C-H Oxidation of (-)-Mitrephorone B.

Authors: Lukas Anton Wein; Klaus Wurst; Peter Angyal; Lara Weisheit; Thomas Magauer
Journal: J Am Chem Soc Date: 2019-12-03 Impact factor: 15.419

4. Palladium(0)-catalyzed arylative dearomatization of phenols.

Authors: Sophie Rousseaux; Jorge García-Fortanet; Miguel Angel Del Aguila Sanchez; Stephen L Buchwald
Journal: J Am Chem Soc Date: 2011-05-25 Impact factor: 15.419

5. Sequential Ruthenium Catalysis for Olefin Isomerization and Oxidation: Application to the Synthesis of Unusual Amino Acids.

Authors: Marc Liniger; Yiyang Liu; Brian M Stoltz
Journal: J Am Chem Soc Date: 2017-09-25 Impact factor: 15.419

Catalytic asymmetric vinylation of ketone enolates.

1. Alpha-arylation of 3-aryloxindoles.

2. Palladium-Catalyzed Selective α-Alkenylation of Pyridylmethyl Ethers with Vinyl Bromides.

3. Synthesis of (-)-Mitrephorone A via a Bioinspired Late Stage C-H Oxidation of (-)-Mitrephorone B.

4. Palladium(0)-catalyzed arylative dearomatization of phenols.

5. Sequential Ruthenium Catalysis for Olefin Isomerization and Oxidation: Application to the Synthesis of Unusual Amino Acids.

6. Selective monoarylation of acetate esters and aryl methyl ketones using aryl chlorides.

7. Rhodium-catalyzed asymmetric intramolecular hydroamination of unactivated alkenes.

8. A Catalytic Intermolecular Formal Ene Reaction between Ketone-Derived Silyl Enol Ethers and Alkynes.

9. Palladium-catalyzed asymmetric dearomatization of naphthalene derivatives.

10. Palladium- (and nickel-) catalyzed vinylation of aryl halides.