Total synthesis of the epoxyquinol dimer (+)-panepophenanthrin: application of a diastereospecific biomimetic Diels–Alder dimerisation

2.50
Hdl Handle:
http://hdl.handle.net/10547/294635
Title:
Total synthesis of the epoxyquinol dimer (+)-panepophenanthrin: application of a diastereospecific biomimetic Diels–Alder dimerisation
Authors:
Comméiras, Laurent; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.; Cowley, Andrew R.; Baker, Christopher M.; Albrecht, Birgit; Grant, Guy H.
Abstract:
An asymmetric total synthesis of the novel and structurally complex epoxyquinol natural product (+)-panepophenanthrin has been accomplished, in which a biomimetic Diels–Alder dimerisation is a key step. The key monomeric precursor was assembled by an efficient Stille cross coupling of two readily available building blocks that upon standing underwent a diastereospecific dimerisation cascade in excellent yield.
Citation:
Commeiras, L., Moses, J.E., Adlington, R.M., Baldwin, J.E., Cowley, A.R., Baker, C.M., Albrecht, B. and Grant, G.H. (2006) 'Total synthesis of the epoxyquinol dimer (+)-panepophenanthrin: application of a diastereospecific biomimetic Diels–Alder dimerisation', Tetrahedron, 62(42),pp.9892-9901.
Publisher:
Elsevier
Journal:
Tetrahedron
Issue Date:
2006
URI:
http://hdl.handle.net/10547/294635
DOI:
10.1016/j.tet.2006.08.010
Additional Links:
http://linkinghub.elsevier.com/retrieve/pii/S004040200601266X
Type:
Article
Language:
en
ISSN:
00404020
Appears in Collections:
Cell and Cryobiology Research Group

Full metadata record

DC FieldValue Language
dc.contributor.authorComméiras, Laurenten_GB
dc.contributor.authorMoses, John E.en_GB
dc.contributor.authorAdlington, Robert M.en_GB
dc.contributor.authorBaldwin, Jack E.en_GB
dc.contributor.authorCowley, Andrew R.en_GB
dc.contributor.authorBaker, Christopher M.en_GB
dc.contributor.authorAlbrecht, Birgiten_GB
dc.contributor.authorGrant, Guy H.en_GB
dc.date.accessioned2013-06-26T14:11:51Z-
dc.date.available2013-06-26T14:11:51Z-
dc.date.issued2006-
dc.identifier.citationCommeiras, L., Moses, J.E., Adlington, R.M., Baldwin, J.E., Cowley, A.R., Baker, C.M., Albrecht, B. and Grant, G.H. (2006) 'Total synthesis of the epoxyquinol dimer (+)-panepophenanthrin: application of a diastereospecific biomimetic Diels–Alder dimerisation', Tetrahedron, 62(42),pp.9892-9901.en_GB
dc.identifier.issn00404020-
dc.identifier.doi10.1016/j.tet.2006.08.010-
dc.identifier.urihttp://hdl.handle.net/10547/294635-
dc.description.abstractAn asymmetric total synthesis of the novel and structurally complex epoxyquinol natural product (+)-panepophenanthrin has been accomplished, in which a biomimetic Diels–Alder dimerisation is a key step. The key monomeric precursor was assembled by an efficient Stille cross coupling of two readily available building blocks that upon standing underwent a diastereospecific dimerisation cascade in excellent yield.en_GB
dc.language.isoenen
dc.publisherElsevieren_GB
dc.relation.urlhttp://linkinghub.elsevier.com/retrieve/pii/S004040200601266Xen_GB
dc.rightsArchived with thanks to Tetrahedronen_GB
dc.subjecttotal synthesisen_GB
dc.subjectbiomimetic synthesisen_GB
dc.subjectstille couplingen_GB
dc.titleTotal synthesis of the epoxyquinol dimer (+)-panepophenanthrin: application of a diastereospecific biomimetic Diels–Alder dimerisationen
dc.typeArticleen
dc.identifier.journalTetrahedronen_GB
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