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

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dc.contributor.authorMa, Xinghua
dc.contributor.authorJury, Jasmine
dc.contributor.authorBanwell, Martin
dc.date.accessioned2015-12-10T22:53:17Z
dc.date.issued2011
dc.date.updated2016-02-24T08:29:50Z
dc.description.abstractA 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.
dc.identifier.issn0040-4039
dc.identifier.urihttp://hdl.handle.net/1885/59286
dc.publisherElsevier
dc.sourceTetrahedron Letters
dc.subjectKeywords: acetic acid; acetoacetic acid; natural product; tricholomenyn b; tricholomenyn c; tricholomenyn d; tricholomenyn e; unclassified drug; article; stoichiometry; synthesis Chemoenzymatic; Epoxy-quinol; Sonogashira reaction; Synthesis; Tricholomenyns
dc.titleSynthesis and reactivity of a putative biogenetic precursor to tricholomenyns B, C, D and E
dc.typeJournal article
local.bibliographicCitation.issue17
local.bibliographicCitation.lastpage2194
local.bibliographicCitation.startpage2192
local.contributor.affiliationMa, Xinghua, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationJury, Jasmine, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationBanwell, Martin, College of Physical and Mathematical Sciences, ANU
local.contributor.authoruidMa, Xinghua, u4002198
local.contributor.authoruidJury, Jasmine, u3986229
local.contributor.authoruidBanwell, Martin, u9500594
local.description.embargo2037-12-31
local.description.notesImported from ARIES
local.identifier.absfor030502 - Natural Products Chemistry
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciences
local.identifier.ariespublicationf2965xPUB483
local.identifier.citationvolume52
local.identifier.doi10.1016/j.tetlet.2010.11.139
local.identifier.scopusID2-s2.0-79953190721
local.identifier.thomsonID000290184700046
local.type.statusPublished Version

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