Singlet oxygenation of ,-1,5-cyclooctadiene: a convenient synthetic entry into 5,8-difunctionalized oxygen derivatives of 1,3-cyclooctadiene |
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Authors: | Waldemar Adam Bert H Bakker |
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Institution: | Department of Chemistry, University of Puerto Rico, Rio Piedras, P.R. 00931 U.S.A. |
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Abstract: | The 6-hydroperoxy-1,4-cyclooctadiene (), which is formed in the photosensitized oxygenation of 1,5-cyclooctadiene (), affords on further singlet oxygenation 5,8-dihydroperoxy-1,3-cyclooctadiene (), which via triphenylphosphine reduction leads to -5,8-dihydroxy-1,3-cyclooctadiene () and subsequent pyridinium chlorochromate oxidation to 1,3-cyclooctadien-5,8-dione (). |
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