Synthesis of (3S,4R)-3,4-isopropylidenedioxy-1-pyrroline-N-oxide, an enantiopure functionalized cyclic nitrone; cycloaddition reactions with dimethyl maleate and dimethyl fumarate

Montserrat Closa, Richard H. Wightman

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    30 Citations (Scopus)

    Abstract

    (3S,4R)-3,4-Isopropylidenedioxy-1-pyrroline-N-oxide [(-)-4] has been prepared in enantiomerically-pure form from D-arabinose, and (+)-4 is similarly accessible from L-arabinose; cycloaddition reactions of (-)-4 with dimethyl maleate and dimethyl fumarate are reported.
    Original languageEnglish
    Pages (from-to)3443-3450
    JournalSynthetic Communications
    Volume28
    Issue number18
    DOIs
    Publication statusPublished - 1 Jan 1998

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