Parallel Kinetic Resolution of Racemic Aldehydes by Use of Asymmetric Horner-Wadsworth-Emmons Reactions

Torben Møller Pedersen, Jakob Feldthusen Jensen, Rikke Eva Humble, Tobias Rein, David Ackland Tanner, Kerstin Bodmann, Oliver Reiser

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    A racemic aldehyde can undergo parallel kinetic resolution (PKR) by simultaneous reaction with two different chiral phosphonates, differing either in the structure of the chiral auxiliary or in the structure of the phosphoryl group (i.e., one (E)- and one (Z)-selective reagent). This strategy allows conversion of a racemic aldehyde to two different, synthetically useful chiral products with essentially doubled material throughput and similar or improved selectivities as compared to conventional kinetic resolution.
    Original languageEnglish
    JournalOrganic Letters
    Volume2
    Issue number4
    Pages (from-to)535-538
    ISSN1523-7060
    DOIs
    Publication statusPublished - 2000

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