Studies on the Photochemical Rearrangements of Enantiomerically Pure, Polysubstituted, and Variously Annulated Bicyclo[2.2.2]octenones
| dc.contributor.author | Yan, Qiao | |
| dc.contributor.author | Bolte, Benoit | |
| dc.contributor.author | Bai, Yuhua | |
| dc.contributor.author | Banwell, Martin | |
| dc.contributor.author | Willis, Anthony | |
| dc.contributor.author | Carr, Paul D | |
| dc.date.accessioned | 2019-04-08T04:21:31Z | |
| dc.date.issued | 2017 | |
| dc.date.updated | 2019-03-12T07:21:04Z | |
| dc.description.abstract | A series of enantiomerically pure bicyclo[2.2.2]octenones, including the lactone-annulated system 26, has been prepared by engaging derivatives of an enzymatically derived and homochiral cis-1,2-dihydrocatechol in inter- or intra-molecular Diels–Alder reactions. Systems such as 26 readily participate in photochemically promoted oxa-di-π-methane rearrangement or 1,3-acyl migration processes to give products such as diquinane 34 or mixtures of cyclobutanone 36 and cyclopropane 38, respectively. | en_AU |
| dc.description.sponsorship | We thank the Australian Research Council and the Institute of Advanced Studies for financial support. Q.Y. is the grateful recipient of a CSC PhD Scholarship provided by the Government of the People’s Republic of China. | en_AU |
| dc.format.mimetype | application/pdf | en_AU |
| dc.identifier.issn | 0022-3263 | en_AU |
| dc.identifier.uri | http://hdl.handle.net/1885/159303 | |
| dc.language.iso | en_AU | en_AU |
| dc.provenance | https://v2.sherpa.ac.uk/id/publication/7797..."The Accepted Version can be archived in a Non-Commercial Institutional Repository If Required by Funder, If Required by Institution. 12 months embargo " from SHERPA/RoMEO site (as at 7/01/2021). This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://dx.doi.org/10.1021/acs.joc.7b01243 | |
| dc.publisher | American Chemical Society | en_AU |
| dc.relation | http://purl.org/au-research/grants/arc/DP150101947 | |
| dc.rights | © 2017 American Chemical Society | en_AU |
| dc.source | Journal of Organic Chemistry | en_AU |
| dc.title | Studies on the Photochemical Rearrangements of Enantiomerically Pure, Polysubstituted, and Variously Annulated Bicyclo[2.2.2]octenones | en_AU |
| dc.type | Journal article | en_AU |
| dcterms.accessRights | Open Access | |
| local.bibliographicCitation.issue | 15 | en_AU |
| local.bibliographicCitation.lastpage | 8022 | en_AU |
| local.bibliographicCitation.startpage | 8008 | en_AU |
| local.contributor.affiliation | Yan, Qiao, College of Science, ANU | en_AU |
| local.contributor.affiliation | Bolte, Benoit, College of Science, ANU | en_AU |
| local.contributor.affiliation | Bai, Yuhua, College of Science, ANU | en_AU |
| local.contributor.affiliation | Banwell, Martin, College of Science, ANU | en_AU |
| local.contributor.affiliation | Willis, Anthony, College of Science, ANU | en_AU |
| local.contributor.affiliation | Carr, Paul D, College of Science, ANU | en_AU |
| local.contributor.authoruid | Yan, Qiao, u5154190 | en_AU |
| local.contributor.authoruid | Bolte, Benoit, u5403288 | en_AU |
| local.contributor.authoruid | Bai, Yuhua, t1812 | en_AU |
| local.contributor.authoruid | Banwell, Martin, u9500594 | en_AU |
| local.contributor.authoruid | Willis, Anthony, u8512028 | en_AU |
| local.contributor.authoruid | Carr, Paul D, u9206448 | en_AU |
| local.description.notes | Imported from ARIES | en_AU |
| local.identifier.absfor | 030606 - Structural Chemistry and Spectroscopy | en_AU |
| local.identifier.absfor | 030503 - Organic Chemical Synthesis | en_AU |
| local.identifier.absseo | 970103 - Expanding Knowledge in the Chemical Sciences | en_AU |
| local.identifier.ariespublication | a383154xPUB8309 | en_AU |
| local.identifier.citationvolume | 82 | en_AU |
| local.identifier.doi | 10.1021/acs.joc.7b01243 | en_AU |
| local.identifier.scopusID | 2-s2.0-85027041832 | |
| local.identifier.thomsonID | 000407307700030 | |
| local.publisher.url | https://pubs.acs.org/ | en_AU |
| local.type.status | Accepted Version | en_AU |
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