Ligand-mediated enantioselective addition of lithium carbazolates to aldehydes

Mark S. Scott, Amanda C. Lucas, Chris A. Luckhurst, Jeremy C. Prodger, Darren J. Dixon

    Research output: Contribution to journalArticlepeer-review

    Abstract

    The enantioselective synthesis of acyclic pyrrole, indole and other N-carbazole carbinols via ligand-mediated addition of lithium carbazolates to aldehydes, together with studies into their catalytic enantioselective synthesis using substoichiometric base and ligand, are reported. The subsequent exploitation of the resulting stereocentre as a controlling element in 1,3-syn- and anti-selective reduction of β-ketones and elaboration to homoallylic alcohols is also described. © The Royal Society of Chemistry 2006.
    Original languageEnglish
    Pages (from-to)1313-1327
    Number of pages14
    JournalOrganic and Biomolecular Chemistry
    Volume4
    Issue number7
    DOIs
    Publication statusPublished - 2006

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