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


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

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Description/Abstract

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.

Item Type: Article
Digital Object Identifier (DOI): doi:10.1016/S0040-4020(01)00899-7
Related URLs:
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
Subjects: Q Science
Q Science > QD Chemistry
Divisions : University Structure - Pre August 2011 > School of Chemistry
ePrint ID: 19503
Accepted Date and Publication Date:
Status
29 October 2001Published
Date Deposited: 14 Feb 2006
Last Modified: 31 Mar 2016 11:36
URI: http://eprints.soton.ac.uk/id/eprint/19503

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