The combined use of stereoelectronic control and ring closing metathesis for the synthesis of (-)-8-epi-swainsonine

Parsons, Philip J, Murray, Adrian J and Hitchcock, Peter (2007) The combined use of stereoelectronic control and ring closing metathesis for the synthesis of (-)-8-epi-swainsonine. Tetrahedron, 63 (28). pp. 6485-6492. ISSN 0040-4020

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Abstract

A novel and efficient synthesis of (-)-8-epi-swainsonine 2 is reported. Stereocontrolled 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 2. © 2007 Elsevier Ltd. All rights reserved.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Philip Parsons
Date Deposited: 06 Feb 2012 18:34
Last Modified: 19 Mar 2012 11:14
URI: http://sro.sussex.ac.uk/id/eprint/17239
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