p-Allyl Cation Cyclisations Initiated by Silver(I)-promoted Electrocyclic Ring Opening of Ring-fused gem-Dibromocyclopropanes Possessing Tethered Nucleophiles: The Influence of Chiral Auxiliaries on the Diastereoselectivity of Cyclisations Involving meso-Substrates
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.
|Collections||ANU Research Publications|
|Source:||Journal of the Chemical Society, Perkin Transactions 1|
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