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Synthesis and reactivity of a putative biogenetic precursor to tricholomenyns B, C, D and E

Ma, Xinghua; Jury, Jasmine; Banwell, Martin


A chemoenzymatic synthesis of the putative biogenetic precursor, 6, to the epoxy-quinol type natural products, tricholomenyns B, C, D and E (2-5, respectively), has been achieved. However, treatment of compound 6 under a variety of conditions failed to effect its conversion into any of the natural products 2-5. In contrast, the simple model system 22 reacts with acetic acid in the presence of stoichiometric quantities of Ti(OPr-i)4 to give the diacetate 23.

CollectionsANU Research Publications
Date published: 2011
Type: Journal article
Source: Tetrahedron Letters
DOI: 10.1016/j.tetlet.2010.11.139


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