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dc.contributor.author Ameijde, Jeroen V.
dc.contributor.author Horne, Graeme
dc.contributor.author Wormald, Mark R.
dc.contributor.author Dwek, Raymond A.
dc.contributor.author Nash, Robert J.
dc.contributor.author Jones, Paul Wyn
dc.contributor.author Evinson, Emma L.
dc.contributor.author Fleet, George W. J.
dc.date.accessioned 2009-07-21T11:05:00Z
dc.date.available 2009-07-21T11:05:00Z
dc.date.issued 2006-10-16
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
dc.identifier.issn 0957-4166
dc.identifier.other PURE: 112567
dc.identifier.other dspace: 2160/2687
dc.identifier.uri http://hdl.handle.net/2160/2687
dc.description 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, 17, 2702-2712. en
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
dc.format.extent 11 en
dc.language.iso eng
dc.relation.ispartof Tetrahedron: Asymmetry en
dc.title Isolation synthesis and glycosidase inhibition profile of 3-epi-casuarine en
dc.type Text en
dc.type.publicationtype Article (Journal) en
dc.identifier.doi http://dx.doi.org/10.1016/j.tetasy.2006.10.005
dc.contributor.institution Aberystwyth University en
dc.contributor.institution Institute of Biological, Environmental and Rural Sciences en
dc.description.status Peer reviewed en


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