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

journal contribution
posted on 2023-06-07, 22:03 authored by Philip J Parsons, Adrian J Murray, Peter Hitchcock
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

History

Publication status

  • Published

Journal

Tetrahedron

ISSN

6485-6492

External DOI

Issue

9

Volume

63

Page range

6485-6492

Department affiliated with

  • Chemistry Publications

Notes

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.

Full text available

  • No

Peer reviewed?

  • Yes

Legacy Posted Date

2012-02-06

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