Show simple item record Jeroen V. en_US Graeme en_US Mark R. en_US Raymond A. en_US Robert J. en_US Paul Wyn en_US Emma L. en_US George W. J. en_US 2009-07-21T11:05:00Z 2009-07-21T11:05:00Z 2006-10-16 en_US
dc.identifier en_US
dc.identifier.citation Ameijde , J V , Horne , G , Wormald , M R , Dwek , R A , Nash , R J , Jones , P W , Evinson , E L & Fleet , G W J 2006 , ' Isolation synthesis and glycosidase inhibition profile of 3-epi-casuarine ' Tetrahedron: Asymmetry , vol 17 , no. 18 , pp. 2702-2712 . , 10.1016/j.tetasy.2006.10.005 en_US
dc.identifier.other PURE: 112567 en_US
dc.identifier.other dspace: 2160/2687 en_US
dc.description.abstract 3-epi-Casuarine, the first naturally occurring stereoisomer of casuarine, was isolated from Myrtus communis L. The glycosidase inhibition profile and NMR spectra of 3-epi-casuarine are compared with those of casuarine; the change in configuration at one of the six stereogenic centres causes a dramatic change in the conformation of the bicyclic system. The key step in the 6% overall yield synthesis of 3-epi-casuarine from d-gluconolactone is the efficient cyclization of a completely unprotected pentahydroxyaminomesylate to the pyrrolizidine nucleus. A low yield synthesis of casuarine is also reported. en_US
dc.format.extent 11 en_US
dc.relation.ispartof Tetrahedron: Asymmetry en_US
dc.title Isolation synthesis and glycosidase inhibition profile of 3-epi-casuarine en_US
dc.contributor.pbl Aberystwyth University en_US
dc.contributor.pbl Institute of Biological, Environmental and Rural Sciences en_US

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