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Rearrangements of organic peroxides and related processes

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ABSTRACT

This review is the first to collate and summarize main data on named and unnamed rearrangement reactions of peroxides. It should be noted, that in the chemistry of peroxides two types of processes are considered under the term rearrangements. These are conventional rearrangements occurring with the retention of the molecular weight and transformations of one of the peroxide moieties after O–O-bond cleavage. Detailed information about the Baeyer−Villiger, Criegee, Hock, Kornblum−DeLaMare, Dakin, Elbs, Schenck, Smith, Wieland, and Story reactions is given. Unnamed rearrangements of organic peroxides and related processes are also analyzed. The rearrangements and related processes of important natural and synthetic peroxides are discussed separately.

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The base-catalyzed rearrangements of bridge-head substituted bicyclic endoperoxides 251a,b.
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C78: The base-catalyzed rearrangements of bridge-head substituted bicyclic endoperoxides 251a,b.

Mentions: The Kornblum–DeLaMare reaction of endoperoxide 251a containing an electron-withdrawing substituent at the bridge head atom lead to the 1,2-dicarbonyl compound 252a whereas the ester 251b polymerized upon treatment with triethylamine (Scheme 78).


Rearrangements of organic peroxides and related processes
The base-catalyzed rearrangements of bridge-head substituted bicyclic endoperoxides 251a,b.
© Copyright Policy - Beilstein
Related In: Results  -  Collection

License 1 - License 2
Show All Figures
getmorefigures.php?uid=PMC4979652&req=5

C78: The base-catalyzed rearrangements of bridge-head substituted bicyclic endoperoxides 251a,b.
Mentions: The Kornblum–DeLaMare reaction of endoperoxide 251a containing an electron-withdrawing substituent at the bridge head atom lead to the 1,2-dicarbonyl compound 252a whereas the ester 251b polymerized upon treatment with triethylamine (Scheme 78).

View Article: PubMed Central - HTML - PubMed

ABSTRACT

This review is the first to collate and summarize main data on named and unnamed rearrangement reactions of peroxides. It should be noted, that in the chemistry of peroxides two types of processes are considered under the term rearrangements. These are conventional rearrangements occurring with the retention of the molecular weight and transformations of one of the peroxide moieties after O–O-bond cleavage. Detailed information about the Baeyer−Villiger, Criegee, Hock, Kornblum−DeLaMare, Dakin, Elbs, Schenck, Smith, Wieland, and Story reactions is given. Unnamed rearrangements of organic peroxides and related processes are also analyzed. The rearrangements and related processes of important natural and synthetic peroxides are discussed separately.

No MeSH data available.