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Stereocontrolled preparation of bicyclic alkaloid analogues: an approach towards the kinabalurine skeleton
Authors:Yvonne Kavanagh
Institution:Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, University College Dublin, Dublin 4, Ireland
Abstract:An approach towards the construction of bicyclic analogues of monoterpene alkaloids belonging to the kinabalurine, incarvilline and skytanthine families of natural products is reported. These syntheses rely on a stereoselective intramolecular Pauson-Khand cyclisation of a chiral pool-derived enyne in order to prepare the bicyclic core. Stereoselective further elaboration generates diastereomeric analogues of the naturally occurring alkaloids.
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