Synthesis of Chiral Diazanedicarboxylates

Show simple item record Brimble, Margaret en Duckworth, MJ en Lee, CY en 2011-09-19T22:56:13Z en 1998 en
dc.identifier.citation AUST J CHEM 51(10):907-913 1998 en
dc.identifier.issn 0004-9425 en
dc.identifier.uri en
dc.description.abstract The potential of di-(–)-isobornyl diazenedicarboxylate (2) to act as a chiral azo-enophile in asymmetric ene reactions was investigated. Azo-enophile (2) was treated with trans-hex-3-ene and cyclohexene in the presence of tin(IV) chloride affording the ene adducts (4) and (5) respectively; however, no diastereoselectivity was observed. The synthesis of the novel chiral diazanedicarboxylates (12), (17) and (19) and the unsuccessful attempts to transform them into the chiral azo-enophiles (11), (16) and (19) bearing chiral oxazolidinone, diacetone-D-glucose and pantolactone chiral auxiliaries are also described. en
dc.language EN en
dc.relation.ispartofseries Australian Journal of Chemistry en
dc.rights Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from en
dc.rights.uri en
dc.subject ENE REACTIONS en
dc.subject ALKENES en
dc.title Synthesis of Chiral Diazanedicarboxylates en
dc.type Journal Article en
dc.identifier.doi 10.1071/C98024 en
pubs.issue 10 en
pubs.begin-page 907 en
pubs.volume 51 en
dc.rights.holder Copyright: 1998 CSIRO en
pubs.end-page 913 en
dc.rights.accessrights en
pubs.subtype Article en
pubs.elements-id 33955 en Science en Chemistry en Science Research en Maurice Wilkins Centre (2010-2014) en
pubs.record-created-at-source-date 2010-09-01 en

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