Proceedings chapter

1,2,4-Trioxanes: the chemistry of a new class of saturated heterocycles

ContributorsJefford, Charles
PublisherAmsterdam : Elsevier
Publication date1991

The capture by aldehydes of transient zwitterionic peroxides derived from the reaction of singlet oxygen and various electron-rich olefins leads to 1,2,4-trioxanes. Ketones do not react with these transient species. However, it is shown that 1,2-dioxetanes, endo-peroxides, and hydroperoxy derivatives on catalysis can react equally well with aldehydes and ketones in an inter- and intramolecular manner to give monocyclic, bicyclic and bridged bicyclic trioxane derivatives. The chemistry of the trioxane ring is demonstrated by its use as a new protecting group and as an intermediate in synthesis for preparing cis-1,2-diols.

Citation (ISO format)
JEFFORD, Charles. 1,2,4-Trioxanes: the chemistry of a new class of saturated heterocycles. In: Dioxygen activation and homogeneous catalytic oxidation: proceedings of the Fourth International Symposium on Dioxygen Activation and Homogeneous Catalytic Oxidation. Amsterdam : Elsevier, 1991. p. 555–564.
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Proceedings chapter (Published version)
  • PID : unige:152487

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