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

Research output: Contribution to journalArticle

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
Number of pages8
JournalSynthetic Communications
Volume28
Issue number18
Publication statusPublished - 1998

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