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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 synthesis of natural products hainanolidol (331) and harringtonolide (332) from peroxide 329.
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C98: The synthesis of natural products hainanolidol (331) and harringtonolide (332) from peroxide 329.

Mentions: The total synthesis of the natural products hainanolidol (331) and harringtonolide (332) includes a DBU-promoted Kornblum–DeLaMare rearrangement of endoperoxide 329 to ketone 330 (Scheme 98) [378].


Rearrangements of organic peroxides and related processes
The synthesis of natural products hainanolidol (331) and harringtonolide (332) from peroxide 329.
© Copyright Policy - Beilstein
Related In: Results  -  Collection

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

C98: The synthesis of natural products hainanolidol (331) and harringtonolide (332) from peroxide 329.
Mentions: The total synthesis of the natural products hainanolidol (331) and harringtonolide (332) includes a DBU-promoted Kornblum–DeLaMare rearrangement of endoperoxide 329 to ketone 330 (Scheme 98) [378].

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.