A total synthesis of (+/-)-1-desoxyhypnophilin: using ring closing metathesis for the construction of cyclic enones
Harrowven, D. C., Lucas, M. C. and Howes, P. D. (2000) A total synthesis of (+/-)-1-desoxyhypnophilin: using ring closing metathesis for the construction of cyclic enones. Tetrahedron Letters, 41, (46), 8985-8987. (doi:10.1016/S0040-4039(00)01595-1).
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Description/Abstract
The paper describes the first total synthesis of (+/-)-1-desoxyhypnophilin, a linear triquinane isolated from the East African mushroom Lentinus crinitus which displays promising antimicrobial activity. The key strategic feature is a new cyclopentannulation method for appending cycloalkenones onto ketones involving sequential use of a ring closing metathesis reaction with a tertiary allylic alcohol and a PCC induced oxidative rearrangement.
| Item Type: | Article |
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| Related URLs: | |
| Keywords: | terpenes and terpenoids, natural products, ring closing metathesis, cyclisations, triquinanesorganic-synthesis |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 18850 |
| Date Deposited: | 15 Dec 2005 |
| Last Modified: | 01 Jun 2011 08:30 |
| Contributors: | Harrowven, D. C. (Author) Lucas, M. C. (Author) Howes, P. D. (Author) |
| Date: | 11 November 2000 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/18850 |
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