Literature DB >> 25084342

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

Brisa Hurlocker1, Matthew R Miner, K A Woerpel.   

Abstract

The cobalt-catalyzed peroxidation of silyl enol ethers with molecular oxygen and triethylsilane provided silyl monoperoxyketals in 54%-96% yield. These compounds serve as precursors to peroxycarbenium ions, which undergo annulations to provide 1,2-dioxolanes.

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Year:  2014        PMID: 25084342     DOI: 10.1021/ol5020015

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


  6 in total

1.  Cobalt-Catalyzed Intramolecular Silylperoxidation of Unsaturated Diisopropylsilyl Ethers.

Authors:  Jonathan P Oswald; K A Woerpel
Journal:  J Org Chem       Date:  2019-05-30       Impact factor: 4.354

Review 2.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883

Review 3.  Lewis Acids and Heteropoly Acids in the Synthesis of Organic Peroxides.

Authors:  Ivan A Yaremenko; Peter S Radulov; Yulia Yu Belyakova; Dmitriy I Fomenkov; Svetlana B Tsogoeva; Alexander O Terent'ev
Journal:  Pharmaceuticals (Basel)       Date:  2022-04-13

4.  Cobalt-Catalyzed Cyclization of Unsaturated N-Acyl Sulfonamides: a Diverted Mukaiyama Hydration Reaction.

Authors:  David M Fischer; Moritz Balkenhohl; Erick M Carreira
Journal:  JACS Au       Date:  2022-05-06

5.  Mn-, Fe-, and Co-Catalyzed Radical Hydrofunctionalizations of Olefins.

Authors:  Steven W M Crossley; Carla Obradors; Ruben M Martinez; Ryan A Shenvi
Journal:  Chem Rev       Date:  2016-07-27       Impact factor: 60.622

6.  FINO2 initiates ferroptosis through GPX4 inactivation and iron oxidation.

Authors:  Michael M Gaschler; Alexander A Andia; Hengrui Liu; Joleen M Csuka; Brisa Hurlocker; Christopher A Vaiana; Daniel W Heindel; Dylan S Zuckerman; Pieter H Bos; Eduard Reznik; Ling F Ye; Yulia Y Tyurina; Annie J Lin; Mikhail S Shchepinov; Amy Y Chan; Eveliz Peguero-Pereira; Maksim A Fomich; Jacob D Daniels; Andrei V Bekish; Vadim V Shmanai; Valerian E Kagan; Lara K Mahal; K A Woerpel; Brent R Stockwell
Journal:  Nat Chem Biol       Date:  2018-04-02       Impact factor: 15.040

  6 in total

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