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4-Hydroxy-6-alkyl-2-pyrones as nucleophilic coupling partners in Mitsunobu reactions and oxa-Michael additions

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Publication details

JournalBeilstein Journal of Organic Chemistry
DatePublished - 2014
Volume10
Number of pages7
Pages (from-to)1159-1165
Original languageEnglish

Abstract

Two mild and efficient strategies have been developed for the O-functionalisation of 4-hydroxy-6-alkyl-2-pyrones, by using them as nucleophilic partners in oxa-Michael additions and the Mitsunobu reaction. The reactions proceed in moderate to excellent yields on a range of substrates containing useful functionality. The reactions serve as practical and valuable synthetic methods to construct complex 2-pyronyl ethers, which are found embedded in a number of natural products.

    Research areas

  • HETEROCYCLES, Mitsonobu, Oxa-Michael, 2-PYRONES, VINYL ETHERS

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