A convenient approach to (-)-8-epi-swainsonine

Parsons, Philip J, Murray, Adrian J and Hitchcock, Peter (2007) A convenient approach to (-)-8-epi-swainsonine. Tetrahedron, 63 (9). pp. 6485-6492. ISSN 6485-6492

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A novel and efficient synthesis of (-)-8-epi-swainsonine 2 is reported. Face selective diol formation from the bicyclic alkene 3 followed by a stereoselective vinylation of the aldehyde and ring closing metathesis gave the indolizidine ring system which was converted into (-)-8-epi-swainsonine

Item Type: Article
Additional Information: All synthetic work carried out at Sussex and directed by the principle author PJP, all authors are from Sussex. Describes the total synthesis of the amino sugar epi-swainsonine by the shortest route, invited paper for special issue.
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Philip Parsons
Date Deposited: 06 Feb 2012 19:07
Last Modified: 30 Nov 2012 17:02
URI: http://sro.sussex.ac.uk/id/eprint/19334
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