Synthesis of Chiral Diazanedicarboxylates

Brimble, Margaret; Duckworth, MJ; Lee, CY

dc.contributor.author	Brimble, Margaret	en
dc.contributor.author	Duckworth, MJ	en
dc.contributor.author	Lee, CY	en
dc.date.accessioned	2011-09-19T22:56:13Z	en
dc.date.issued	1998	en
dc.identifier.citation	AUST J CHEM 51(10):907-913 1998	en
dc.identifier.issn	0004-9425	en
dc.identifier.uri	http://hdl.handle.net/2292/8176	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 http://www.sherpa.ac.uk/romeo/issn/0004-9425/	en
dc.rights.uri	https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm	en
dc.subject	ALLYLIC AMINATION	en
dc.subject	ENE REACTIONS	en
dc.subject	DIAZENEDICARBOXYLATE	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	http://purl.org/eprint/accessRights/RestrictedAccess	en
pubs.subtype	Article	en
pubs.elements-id	33955	en
pubs.org-id	Science	en
pubs.org-id	Chemistry	en
pubs.org-id	Science Research	en
pubs.org-id	Maurice Wilkins Centre (2010-2014)	en
pubs.record-created-at-source-date	2010-09-01	en