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Literature DB >> 20865135

Fragmentation of chloroperoxides: hypochlorite-mediated dehydration of hydroperoxyacetals to esters.

Abstract

Hypochlorites efficently dehydrate hydroperoxyacetals to furnish the corresponding esters. The reaction, which can be accomplished with stoichometric Ca(OCl)(2) or with catalytic amounts of t-BuOCl, appears to involve formation and heterolytic fragmentation of secondary chloroperoxides, species not previously described in solution chemistry.

Entities: Chemical Disease

Year: 2010 PMID： 20865135 PMCID： PMC2942783 DOI： 10.1016/j.tetlet.2010.08.068

Source DB: PubMed Journal: Tetrahedron Lett ISSN： 0040-4039 Impact factor: 2.415

6 in total

1. The atmospheric chemistry of alkoxy radicals.

Authors: John J Orlando; Geoffrey S Tyndall; Timothy J Wallington
Journal: Chem Rev Date: 2003-12 Impact factor: 60.622

2. Hypervalent lambda3-bromane strategy for Baeyer-Villiger oxidation: selective transformation of primary aliphatic and aromatic aldehydes to formates, which is missing in the classical Baeyer-Villiger oxidation.

Authors: Masahito Ochiai; Akira Yoshimura; Kazunori Miyamoto; Satoko Hayashi; Waro Nakanishi
Journal: J Am Chem Soc Date: 2010-07-14 Impact factor: 15.419

3. Peroxycarbenium-mediated C-C bond formation: applications to the synthesis of hydroperoxides and peroxides.

Authors: P H Dussault; I Q Lee; H J Lee; R J Lee; Q J Niu; U R Zope
Journal: J Org Chem Date: 2000-12-15 Impact factor: 4.354

4. Interaction of tert-butyl hydroperoxide with hypochlorous acid. A spin trapping and chemiluminescence study.

Authors: A N Osipov; O M Panasenko; A V Chekanov; J Arnhold
Journal: Free Radic Res Date: 2002-07

5. Model studies of beta-scission ring-opening reactions of cyclohexyloxy radicals: application to thermal rearrangements of dispiro-1,2,4-trioxanes.

Authors: Stefan Erhardt; Stuart A Macgregor; Kevin J McCullough; Karen Savill; Benjamin J Taylor
Journal: Org Lett Date: 2007-11-29 Impact factor: 6.005

6. Alpha-substituted organic peroxides: synthetic strategies for a biologically important class of gem-dihydroperoxide and perketal derivatives.

Authors: Katja Zmitek; Marko Zupan; Jernej Iskra
Journal: Org Biomol Chem Date: 2007-10-03 Impact factor: 3.876

6 in total

3 in total