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Preparation of bicyclic 1,2,4-trioxanes from gamma,delta-unsaturated ketones.

ABSTRACT: Treatment of gamma,delta-unsaturated ketones with hydrogen peroxide and acid provides a rapid entry into the medicinally important 1,2,4-trioxane structure. Alkene substitution that stabilizes carbocationic intermediates proved to be important for the success of this transformation.

SUBMITTER: Ramirez AP

PROVIDER: S-EPMC2657341 | biostudies-literature | 2009 Feb

REPOSITORIES: biostudies-literature

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Preparation of bicyclic 1,2,4-trioxanes from gamma,delta-unsaturated ketones.

Ramirez Armando P AP Thomas Andrew M AM Woerpel K A KA

Organic letters 20090201 3

Treatment of gamma,delta-unsaturated ketones with hydrogen peroxide and acid provides a rapid entry into the medicinally important 1,2,4-trioxane structure. Alkene substitution that stabilizes carbocationic intermediates proved to be important for the success of this transformation. ...[more]

PMID: 19132925

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