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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.

No MeSH data available.


The rearrangement of hydroperoxide 485 to form diketone 486.
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C139: The rearrangement of hydroperoxide 485 to form diketone 486.

Mentions: The employment of BF3·Et2O as the catalyst for the rearrangement of hydroperoxide 485, which is generated by the oxidation of steroid 484, enables the opening of the D ring between C-14 and C-16 to form diketone 486 (Scheme 139) [458].


Rearrangements of organic peroxides and related processes
The rearrangement of hydroperoxide 485 to form diketone 486.
© Copyright Policy - Beilstein
Related In: Results  -  Collection

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

C139: The rearrangement of hydroperoxide 485 to form diketone 486.
Mentions: The employment of BF3·Et2O as the catalyst for the rearrangement of hydroperoxide 485, which is generated by the oxidation of steroid 484, enables the opening of the D ring between C-14 and C-16 to form diketone 486 (Scheme 139) [458].

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.