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Phosphonyl radical addition to enol ethers. The stereoselective synthesis of cyclic ethers

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JournalTetrahedron Letters
DatePublished - 21 Jun 2004
Issue number26
Volume45
Number of pages4
Pages (from-to)5095-5098
Original languageEnglish

Abstract

Addition of diethyl phosphite or diethyl thiophosphite to enol ethers, in the presence of a radical initiator, results in the regioselective synthesis of organophosphonate or phosphonothioate derivatives, respectively, under mild conditions. This method can be applied to the stereoselective formation of substituted tetrahydrofurans and tetrahydropyrans, on cyclisation of vinyl ethers bearing unsaturated side chains. (C) 2004 Elsevier Ltd. All rights reserved.

    Research areas

  • cyclisation, phosphorus compounds, radicals and radical reactions, EFFICIENT SYNTHESIS, TETRONASIN M139603, VINYL, PHOSPHONOTHIOATES, TETRONOMYCIN, INHIBITORS, ALKENES, REAGENT, ANALOGS, OLEFINS

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