Literature DB >> 16209493

Synthesis of 1,2-dioxolanes by annulation reactions of peroxycarbenium ions with alkenes.

Armando Ramirez1, K A Woerpel.   

Abstract

[reaction: see text] The annulation reactions of alkenes with peroxycarbenium ions enable the synthesis of a variety of functionalizable 1,2-dioxolanes. Triethysilyl-protected peroxycarbenium ions proved to be optimal for the annulation reaction. Using this method, plakinic acid analogues can be synthesized in three steps from the corresponding ketone and alkene.

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Year:  2005        PMID: 16209493     DOI: 10.1021/ol051703u

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


  9 in total

1.  Structure-activity relationship of an ozonide carboxylic acid (OZ78) against Fasciola hepatica.

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Journal:  J Med Chem       Date:  2010-05-27       Impact factor: 7.446

2.  Generation of singlet oxygen from fragmentation of monoactivated 1,1-dihydroperoxides.

Authors:  Jiliang Hang; Prasanta Ghorai; Solaire A Finkenstaedt-Quinn; Ilhan Findik; Emily Sliz; Keith T Kuwata; Patrick H Dussault
Journal:  J Org Chem       Date:  2012-01-23       Impact factor: 4.354

3.  Concerted heavy-atom bond cleavage and proton and electron transfers illustrated by proton-assisted reductive cleavage of an O-O bond.

Authors:  Cyrille Costentin; Viviane Hajj; Marc Robert; Jean-Michel Savéant; Cédric Tard
Journal:  Proc Natl Acad Sci U S A       Date:  2011-05-05       Impact factor: 11.205

Review 4.  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

5.  [3+2] Photooxygenation of aryl cylopropanes via visible light photocatalysis.

Authors:  Zhan Lu; Jonathan D Parrish; Tehshik P Yoon
Journal:  Tetrahedron       Date:  2014-07-08       Impact factor: 2.457

6.  Preparation of bicyclic 1,2,4-trioxanes from gamma,delta-unsaturated ketones.

Authors:  Armando P Ramirez; Andrew M Thomas; K A Woerpel
Journal:  Org Lett       Date:  2009-02-05       Impact factor: 6.005

7.  Five-Membered Ring Peroxide Selectively Initiates Ferroptosis in Cancer Cells.

Authors:  Rachel P Abrams; William L Carroll; K A Woerpel
Journal:  ACS Chem Biol       Date:  2016-03-01       Impact factor: 5.100

Review 8.  Synthesis of five- and six-membered cyclic organic peroxides: Key transformations into peroxide ring-retaining products.

Authors:  Alexander O Terent'ev; Dmitry A Borisov; Vera A Vil'; Valery M Dembitsky
Journal:  Beilstein J Org Chem       Date:  2014-01-08       Impact factor: 2.883

9.  Mild and efficient strontium chloride hexahydrate-catalyzed conversion of ketones and aldehydes into corresponding gem-dihydroperoxides by aqueous H2O2.

Authors:  Davood Azarifar; Kaveh Khosravi; Fatemeh Soleimanei
Journal:  Molecules       Date:  2010-03-08       Impact factor: 4.411

  9 in total

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