Short asymmetric syntheses of bioactive β-aryl ethanolamine derivatives via the highly diastereoselective delta lactol oxy-Michael addition

David J. Buchanan, Darren J. Dixon, Mark S. Scott, Dramane I. Lainé

    Research output: Contribution to journalArticlepeer-review

    Abstract

    Short, stereoselective and efficient total syntheses of the bioactive β-aryl ethanolamine derivatives (R)-tembamide, (R)-aegeline and (R)-pronethalol have been achieved using the highly diastereoselective oxy-Michael addition of 'naked' delta lactol anions to nitro olefins as the key step. © 2003 Elsevier Ltd. All rights reserved.
    Original languageEnglish
    Pages (from-to)195-197
    Number of pages2
    JournalTetrahedron Asymmetry
    Volume15
    Issue number2
    DOIs
    Publication statusPublished - 26 Jan 2004

    Keywords

    • Asymmetric synthesis and induction (asym. synthesis of bioactive b-aryl ethanolamine derivs. via diastereoselective delta lactol oxy-Michael addn.); Michael reaction (stereoselective; asym. synthesis of bioactive b-aryl ethanolamine derivs. via diastereoselective delta lactol oxy-Michael addn.)

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