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The total synthesis of (-)-tetrahydrolipstatin

Bodkin, Jennifer A; Humphries, Edward; McLeod, Malcolm

Description

Careful control during the bromolactonization of β,γ-unsaturated acid (4) was required to regioselectivity afford the trans-β-lactone (3) as the major diastereomer. Radical debromination of (3) followed by a three-step sequence of reactions afforded th

dc.contributor.authorBodkin, Jennifer A
dc.contributor.authorHumphries, Edward
dc.contributor.authorMcLeod, Malcolm
dc.date.accessioned2015-12-10T22:24:59Z
dc.identifier.issn0004-9425
dc.identifier.urihttp://hdl.handle.net/1885/53293
dc.description.abstractCareful control during the bromolactonization of β,γ-unsaturated acid (4) was required to regioselectivity afford the trans-β-lactone (3) as the major diastereomer. Radical debromination of (3) followed by a three-step sequence of reactions afforded th
dc.publisherCSIRO Publishing
dc.sourceAustralian Journal of Chemistry
dc.subjectKeywords: Alcohols; Dehalogenation; Drug products; Esters; Free radicals; Hydrolysis; Molecular structure; Organic acids; Reaction kinetics; Reduction; Stereochemistry; Synthesis (chemical); Bromolactonization; Lipase inhibitor; Radical debromination; Tetrahydrolip
dc.titleThe total synthesis of (-)-tetrahydrolipstatin
dc.typeJournal article
local.description.notesImported from ARIES
local.identifier.citationvolume56
dc.date.issued2003
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationu4005981xPUB270
local.type.statusPublished Version
local.contributor.affiliationBodkin, Jennifer A, University of Sydney
local.contributor.affiliationHumphries, Edward, University of Sydney
local.contributor.affiliationMcLeod, Malcolm, College of Physical and Mathematical Sciences, ANU
local.description.embargo2037-12-31
local.bibliographicCitation.issue8
local.bibliographicCitation.startpage795
local.bibliographicCitation.lastpage803
local.identifier.doi10.1071/CH03121
dc.date.updated2015-12-09T09:20:32Z
local.identifier.scopusID2-s2.0-0041513417
CollectionsANU Research Publications

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