π-Allyl cation cyclisations initiated by silver(I)-promoted electrocyclic ring opening of ring-fused gew-dibromocyclopropanes possessing tethered nucleophiles: The influence of chiral auxiliaries on the diastereoselectivity of cyclisations involving meso-substrates

Martin Banwell*, Alison Edwards, Joanne Harvey, David Hockless, Anthony Willis

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    24 Citations (Scopus)

    Abstract

    The epimeric pairs of ring-fused gem-dibromocyclopropanes 17/18 and 27/28, each of which possesses an internal plane of symmetry and has a tethered carbamate moiety with an associated chiral auxiliary, react with silver perchlorate to give, in a diastereoselective manner, the corresponding pairs of azabicyclic compounds, 19/20 and 29/30 respectively.

    Original languageEnglish
    Pages (from-to)2175-2178
    Number of pages4
    JournalJournal of the Chemical Society, Perkin Transactions 1
    Issue number14
    DOIs
    Publication statusPublished - 2000

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