Preparation and Use of Aziridino Alcohols as Promoters for the Enantioselective Addition of Dialkylzinc Reagents to N-(Diphenylphosphinoyl) IminesImines

David Ackland Tanner, David Guijarro, Pher G. Andersson

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    A set of chiral aziridino alcohols has been synthesised, either from amino acids (serine, threonine or allo-threonine) or via Sharpless asymmetric aminohydroxylation/dihydroxylation of simple prochiral olefins. The ligands mediate the addition of diethylzinc to N-phosphinoylimines, with up to 94% enantiomeric excess. A possible transition state for the addition reaction is proposed.
    Original languageEnglish
    JournalJournal of Organic Chemistry
    Volume62
    Pages (from-to)7364-7375
    ISSN0022-3263
    Publication statusPublished - 1997

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