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Synthesis of a Benzo[b]furyl (+)-Norcamphor-Derived Hydroperoxide: Study of the Activity as an Oxidant in Asymmetric Epoxidations

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Starting from easily available (+)-norcamphor and according to an established approach, the 2-benzo[b]furyl hydroperoxide exo-5 was obtained in 58% overall yield. In order to ascertain the impact of the modification on the activity of this chiral oxidant, a study was carried out employing it in the asymmetric epoxidation of an allylic alcohol and α,β- enones.

Keywords: (+)-norcamphor; Optically pure alkyl hydroperoxides; allylic alcohols; asymmetric epoxidation; α,β-enones

Document Type: Research Article


Publication date: April 1, 2008

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.

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