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The first total synthesis of (+/-)-1-desoxyhypnophilin

Record type: Article

The paper describes the first total synthesis of (+/-)-1-desoxyhypnophilin, a linear triquinane from the East African mushroom Lentinus crinitus which displays promising antimicrobial activity. A key feature is the use of a ring closing metathesis reaction with a tertiary allylic alcohol, in conjunction with a PCC induced oxidative rearrangement, to construct a cyclopentenone.

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Citation

Harrowven, D. C., Lucas, M. C. and Howes, P. D. (2001) The first total synthesis of (+/-)-1-desoxyhypnophilin Tetrahedron, 57, (44), pp. 9157-9162. (doi:10.1016/S0040-4020(01)00899-7).

More information

Published date: 29 October 2001
Keywords: terpenes and terpenoids, natural products, ring closing metathesis, cyclisations, triquinanesring-closing metathesis, 1, 3-diyl trapping reactions, organic-synthesis, bifunctional reagents, lentinus-crinitus, natural-products, (+/-)-coriolin, hirsutene, construction, efficient

Identifiers

Local EPrints ID: 19503
URI: http://eprints.soton.ac.uk/id/eprint/19503
ISSN: 0040-4020
PURE UUID: d7e42bad-604d-48ab-b581-ff341196ffc6

Catalogue record

Date deposited: 14 Feb 2006
Last modified: 17 Jul 2017 16:31

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Contributors

Author: D. C. Harrowven
Author: M. C. Lucas
Author: P. D. Howes

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