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Literature DB >> 31046281

Cobalt-Catalyzed Intramolecular Silylperoxidation of Unsaturated Diisopropylsilyl Ethers.

Abstract

A cobalt-catalyzed intramolecular silylperoxidation reaction was developed that allows for the conversion of unsaturated diisopropylsilyl ethers to 3-sila-1,2,4-trioxepanes. Reduction of the peroxide unit of the 3-sila-1,2,4-trioxepane yields six-membered ring diisopropylsilylene acetals.

Entities: CellLine Chemical Species

Year: 2019 PMID： 31046281 PMCID： PMC7189782 DOI： 10.1021/acs.joc.9b00642

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

18 in total

1. Synthesis of tetrahydrofurans by cyclization of homoallylic alcohols with iodine/iodine(III).

Authors: Ramon S Vasconcelos; Luiz F Silva; Athanassios Giannis
Journal: J Org Chem Date: 2011-01-18 Impact factor: 4.354

2. Mechanistic Insight into Additions of Allylic Grignard Reagents to Carbonyl Compounds.

Authors: Nicole D Bartolo; K A Woerpel
Journal: J Org Chem Date: 2018-08-28 Impact factor: 4.354

3. Co(III)-alkyl complex- and Co(III)-alkylperoxo complex-catalyzed triethylsilylperoxidation of alkenes with molecular oxygen and triethylsilane.

Authors: Takahiro Tokuyasu; Shigeki Kunikawa; Araki Masuyama; Masatomo Nojima
Journal: Org Lett Date: 2002-10-17 Impact factor: 6.005

4. Synthesis of highly substituted γ-butyrolactones by a gold-catalyzed cascade reaction of benzyl esters.

Authors: Maria Camila Blanco Jaimes; Alexander Ahrens; Daniel Pflästerer; Matthias Rudolph; A Stephen K Hashmi
Journal: Chemistry Date: 2014-10-28 Impact factor: 5.236

5. Phosphine-catalyzed reductions of alkyl silyl peroxides by titanium hydride reducing agents: development of the method and mechanistic investigations.

Authors: Jason R Harris; M Taylor Haynes; Andrew M Thomas; K A Woerpel
Journal: J Org Chem Date: 2010-08-06 Impact factor: 4.354

6. Dibutylsilylene-pentose bis-chelates: on the glycoses' binding sites for strongly Lewis-acidic centres.

Authors: Johanna Schulten; Peter Klüfers
Journal: Carbohydr Res Date: 2011-07-02 Impact factor: 2.104

7. Synthesis of silyl monoperoxyketals by regioselective cobalt-catalyzed peroxidation of silyl enol ethers: application to the synthesis of 1,2-dioxolanes.

Authors: Brisa Hurlocker; Matthew R Miner; K A Woerpel
Journal: Org Lett Date: 2014-08-01 Impact factor: 6.005

Cobalt-Catalyzed Intramolecular Silylperoxidation of Unsaturated Diisopropylsilyl Ethers.

1. Synthesis of tetrahydrofurans by cyclization of homoallylic alcohols with iodine/iodine(III).

2. Mechanistic Insight into Additions of Allylic Grignard Reagents to Carbonyl Compounds.

3. Co(III)-alkyl complex- and Co(III)-alkylperoxo complex-catalyzed triethylsilylperoxidation of alkenes with molecular oxygen and triethylsilane.

4. Synthesis of highly substituted γ-butyrolactones by a gold-catalyzed cascade reaction of benzyl esters.

5. Phosphine-catalyzed reductions of alkyl silyl peroxides by titanium hydride reducing agents: development of the method and mechanistic investigations.

6. Dibutylsilylene-pentose bis-chelates: on the glycoses' binding sites for strongly Lewis-acidic centres.

7. Synthesis of silyl monoperoxyketals by regioselective cobalt-catalyzed peroxidation of silyl enol ethers: application to the synthesis of 1,2-dioxolanes.

8. The regioselective mono-deprotection of 1,3-dioxa-2,2-(di-tert-butyl)-2-silacyclohexanes with BF3*SMe2.

9. Cobalt-Catalyzed Oxygenation/Dearomatization of Furans.

10. Regioselective Ring Opening of Di-isopropylsilylenes Derived from 1,3-Diols with Alkyl Lithium Reagents.

1. Tethered Silanoxyiodination of Alkenes.