Data

Organocatalytic Kornblum-DeLaMare Reactions of Endoperoxides and Applications in Drug Discovery - Dataset

University of New England, Australia
Legendre, Sarah ; Greatrex, Ben
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ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Adc&rfr_id=info%3Asid%2FANDS&rft_id=info:doi10.25952/m1b5-wn46&rft.title=Organocatalytic Kornblum-DeLaMare Reactions of Endoperoxides and Applications in Drug Discovery - Dataset&rft.identifier=10.25952/m1b5-wn46&rft.publisher=University of New England&rft.description=All data are separated in chapters. Within all chapters, all synthesised molecules are numbered and are fully characterised (IR, NMR, LCMS, GCMS) into an individual folder. The incorporation of oxygen and nitrogen atoms into a molecular skeleton is highly important in organic synthesis as many bioactive compounds contain heteroatoms within their structure. Endoperoxides are versatile molecules that are present among natural and bioactive compounds and can be used to introduce oxygen atoms during syntheses. The aim of this thesis was to investigate the reactivity of 3,6-dihydro-1,2-dioxines to generate enantioenriched and potentially bioactive compounds. A novel domino Kornblum-DeLaMare/aza-Michael reaction of 1,2-dioxines with secondary and tertiary amines was developed and this reaction found its application in the synthesis of (±)-HPA-12, an inhibitor of the CERT protein. A library of HPA-12 bioisosteres and enantioenriched compounds were generated and biologically tested.TopSpin SpinWorks&rft.creator=Legendre, Sarah &rft.creator=Greatrex, Ben &rft.date=2020&rft_rights= http://creativecommons.org/licenses/by-nc-nd/4.0/&rft_rights=&rft_subject=Organic Chemical Synthesis&rft_subject=CHEMICAL SCIENCES&rft_subject=ORGANIC CHEMISTRY&rft_subject=Medicinal and Biomolecular Chemistry not elsewhere classified&rft_subject=MEDICINAL AND BIOMOLECULAR CHEMISTRY&rft_subject=Child Health&rft_subject=HEALTH&rft_subject=SPECIFIC POPULATION HEALTH (EXCL. INDIGENOUS HEALTH)&rft_subject=Inherited Diseases (incl. Gene Therapy)&rft_subject=CLINICAL HEALTH (ORGANS, DISEASES AND ABNORMAL CONDITIONS)&rft_subject=Organic chemical synthesis&rft_subject=Organic chemistry&rft_subject=CHEMICAL SCIENCES&rft_subject=Adolescent health&rft_subject=Specific population health (excl. Indigenous health)&rft_subject=HEALTH&rft_subject=200506 Neonatal and child health&rft.type=dataset&rft.language=English Access the data
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sarah.legendre.pro@gmail.com

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All data are separated in chapters. Within all chapters, all synthesised molecules are numbered and are fully characterised (IR, NMR, LCMS, GCMS) into an individual folder. The incorporation of oxygen and nitrogen atoms into a molecular skeleton is highly important in organic synthesis as many bioactive compounds contain heteroatoms within their structure. Endoperoxides are versatile molecules that are present among natural and bioactive compounds and can be used to introduce oxygen atoms during syntheses. The aim of this thesis was to investigate the reactivity of 3,6-dihydro-1,2-dioxines to generate enantioenriched and potentially bioactive compounds. A novel domino Kornblum-DeLaMare/aza-Michael reaction of 1,2-dioxines with secondary and tertiary amines was developed and this reaction found its application in the synthesis of (±)-HPA-12, an inhibitor of the CERT protein. A library of HPA-12 bioisosteres and enantioenriched compounds were generated and biologically tested.
TopSpin SpinWorks

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Funding Source
Australian Government (IPRA)

Issued: 2020-01

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200506 Neonatal and child health | Adolescent Health | Chemical Sciences | Chemical Sciences | Clinical Health (Organs, Diseases and Abnormal Conditions) | Child Health | Health | Health | Inherited Diseases (Incl. Gene Therapy) | Medicinal and Biomolecular Chemistry | Medicinal and Biomolecular Chemistry Not Elsewhere Classified | Organic Chemistry | Organic Chemical Synthesis | Organic Chemical Synthesis | Organic Chemistry | Specific Population Health (Excl. Indigenous Health) | Specific Population Health (Excl. Indigenous Health) |

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handle : https://hdl.handle.net/1959.11/57164

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