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The Diels–Alder reaction in steroid synthesis

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Mackay, Emily; Sherburn, Michael

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This review explores the myriad ways in which the Diels-Alder reaction has been employed in the construction of the tetracyclic steroid nucleus. A systematic analysis of possible approaches highlights both the synthetic versatility of this ubiquitous reaction and also opportunities for new routes to fused tetracarbocyclic steroid frameworks. 1.1 Introduction 1.2 Classification of the Approaches 2.1 Installation of a Non-Skeletal Ring 2.2 Construction of the A-Ring 2.3 Construction of the B-Ring...[Show more]

dc.contributor.authorMackay, Emily
dc.contributor.authorSherburn, Michael
dc.date.accessioned2015-06-18T03:53:06Z
dc.date.available2015-06-18T03:53:06Z
dc.identifier.issn0039-7881
dc.identifier.urihttp://hdl.handle.net/1885/13999
dc.description.abstractThis review explores the myriad ways in which the Diels-Alder reaction has been employed in the construction of the tetracyclic steroid nucleus. A systematic analysis of possible approaches highlights both the synthetic versatility of this ubiquitous reaction and also opportunities for new routes to fused tetracarbocyclic steroid frameworks. 1.1 Introduction 1.2 Classification of the Approaches 2.1 Installation of a Non-Skeletal Ring 2.2 Construction of the A-Ring 2.3 Construction of the B-Ring 2.4 Construction of the C-Ring 2.5 Double Diels-Alder Sequences 3 Conclusions and Future Prospects.
dc.description.sponsorshipThe authors gratefully acknowledge the financial support of the Australian Research Council.
dc.publisherThieme Publishing
dc.rights© Georg Thieme Verlag Stuttgart
dc.sourceSynthesis
dc.subjectcycloadditions
dc.subjectDiels-Alder reaction
dc.subjectsteroids
dc.subjectsynthetic methodology
dc.subjecttotal synthesis
dc.titleThe Diels–Alder reaction in steroid synthesis
dc.typeJournal article
local.identifier.citationvolume47
dcterms.dateAccepted2014-09-17
dc.date.issued2014
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationu4005981xPUB863
local.publisher.urlhttp://www.thieme.com/
local.type.statusPublished Version
local.contributor.affiliationSherburn, M., Research School of Chemistry, The Australian National University
local.contributor.affiliationMackay, E., Research School of Chemistry, The Australian National University
local.bibliographicCitation.issue01
local.bibliographicCitation.startpage1
local.bibliographicCitation.lastpage21
local.identifier.doi10.1055/s-0034-1378676
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciences
dc.date.updated2015-12-10T09:25:46Z
local.identifier.scopusID2-s2.0-84919617169
dcterms.accessRightsOpen Access
dc.provenanceSbherpa/Romeo (Viewed 16/11/2018) Author's Pre-print: cross author cannot archive pre-print (ie pre-refereeing) Author's Post-print: green tick author can archive post-print (ie final draft post-refereeing) Publisher's Version/PDF: green tick author can archive publisher's version/PDF
CollectionsANU Research Publications

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