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Cyclic enones as substrates in the Morita-Baylis-Hillman reaction: surfactant interactions, scope and scalability with an emphasis on formaldehyde

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dc.contributor.authorSchwartz, Brett
dc.contributor.authorPorzelle, Achim
dc.contributor.authorJack, Kevin S
dc.contributor.authorFaber, Jonathan M
dc.contributor.authorGentle, Ian Ross
dc.contributor.authorWilliams, Craig
dc.date.accessioned2015-12-10T22:54:01Z
dc.date.issued2009
dc.date.updated2016-02-24T10:24:30Z
dc.description.abstractTraditionally, cyclic enones and formalin are reactants notorious for displaying problematic behaviour (i.e., poor solubility and low yields) under Morita-Baylis-Hillman (MBH) reaction conditions. The body of research presented herein focuses on the use of surfactants in water as a solvent medium that offers a resolution to many of the issues associated with the MBH reaction. Reaction scope, scalability and small angle X-ray scattering have been studied to assist with the understanding of the reaction mechanism and industrial application. A comparison against known literature methods for reaction scale-up is also discussed.
dc.identifier.issn1615-4150
dc.identifier.urihttp://hdl.handle.net/1885/59613
dc.publisherWiley-VCH Verlag GMBH
dc.sourceAdvanced Synthesis & Catalysis
dc.subjectKeywords: Cyclic enones; Morita-Baylis-Hillman reaction; Small angle X-ray scattering (SAXS); Surfactants
dc.titleCyclic enones as substrates in the Morita-Baylis-Hillman reaction: surfactant interactions, scope and scalability with an emphasis on formaldehyde
dc.typeJournal article
local.bibliographicCitation.issue7-8
local.bibliographicCitation.lastpage1154
local.bibliographicCitation.startpage1148
local.contributor.affiliationSchwartz, Brett, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationPorzelle, Achim, University of Queensland
local.contributor.affiliationJack, Kevin S, University of Queensland
local.contributor.affiliationFaber, Jonathan M, University of Queensland
local.contributor.affiliationGentle, Ian Ross, University of Queensland
local.contributor.affiliationWilliams, Craig, University of Queensland
local.contributor.authoruidSchwartz, Brett, u4691352
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.ariespublicationu4005981xPUB500
local.identifier.citationvolume351
local.identifier.doi10.1002/adsc.200800739
local.identifier.scopusID2-s2.0-66149100871
local.type.statusPublished Version

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