MCCULLOCH, Malcolm and KERR, Russell G. (2015). Rapid structural diversification of pseudopterosins : sulfuric acid promoted dehydro-aromatization yielding 14,15-dihydro-elisabatin B. Tetrahedron Letters, 56 (15), 2030-2033.Full text not available from this repository.
Herein, we report a one-pot, sulfuric acid promoted, dehydro-aromatization reaction to rapidly convert pseudopterosins into 14,15-dihydro-elisabatin B. We propose a mechanism invoking redox cycling between the substrate catechol and ortho-quinone moieties. We also provide full spectroscopic characterization of two novel 5,6-dihydro-1. H-phenalen-2(4. H)-one derivatives, which are minor products of the reaction. This work opens up a unique route to rapidly provide libraries of novel marine natural product derivatives for drug discovery.
|Research Institute, Centre or Group:||Biomolecular Sciences Research Centre|
|Depositing User:||Hilary Ridgway|
|Date Deposited:||26 Mar 2015 10:31|
|Last Modified:||24 Apr 2015 13:50|
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