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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

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

Description

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.

CollectionsANU Research Publications
Date published: 2000
Type: Journal article
URI: http://hdl.handle.net/1885/91357
Source: Journal of the Chemical Society, Perkin Transactions 1
DOI: 10.1039/b002525i

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