Please use this identifier to cite or link to this item:
https://hdl.handle.net/2440/130744
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DC Field | Value | Language |
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dc.contributor.author | Hart, J.D. | - |
dc.contributor.author | Burchill, L. | - |
dc.contributor.author | Day, A.J. | - |
dc.contributor.author | Newton, C.G. | - |
dc.contributor.author | Sumby, C.J. | - |
dc.contributor.author | Huang, D.M. | - |
dc.contributor.author | George, J.H. | - |
dc.date.issued | 2019 | - |
dc.identifier.citation | Angewandte Chemie International Edition, 2019; 131(9):2817-2820 | - |
dc.identifier.issn | 0044-8249 | - |
dc.identifier.issn | 1521-3757 | - |
dc.identifier.uri | http://hdl.handle.net/2440/130744 | - |
dc.description | German edition | - |
dc.description.abstract | The total synthesis of nyingchinoids A and B has been achieved through successive rearrangements of a 1,2-dioxane intermediate that was assembled using a visible-light photoredox-catalysed aerobic [2+2+2] cycloaddition. Nyingchinoid D was synthesised with a competing [2+2] cycloaddition. Based on NMR data and biosynthetic speculation, we proposed a structure revision of the related natural product rasumatranin D, which was confirmed through total synthesis. Under photoredox conditions, we observed the conversion of a cyclobutane into a 1,2-dioxane through retro-[2+2] cycloaddition followed by aerobic [2+2+2] cycloaddition. | - |
dc.description.statementofresponsibility | Jacob D. Hart, Laura Burchill, Aaron J. Day, Christopher G. Newton, Christopher J. Sumby, David M. Huang, and Jonathan H. George | - |
dc.language.iso | en | - |
dc.publisher | Wiley | - |
dc.rights | © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim | - |
dc.source.uri | http://dx.doi.org/10.1002/ange.201814089 | - |
dc.subject | Biomimetic synthesis; cascade reactions; natural products; photoredox catalysis; total synthesis | - |
dc.title | Visible-light photoredox catalysis enables the biomimetic synthesis of nyingchinoids A, B, and D, and rasumatranin D | - |
dc.type | Journal article | - |
dc.identifier.doi | 10.1002/ange.201814089 | - |
dc.relation.grant | http://purl.org/au-research/grants/arc/FT170100437 | - |
pubs.publication-status | Published | - |
dc.identifier.orcid | Hart, J.D. [0000-0002-5318-518X] | - |
dc.identifier.orcid | Newton, C.G. [0000-0002-8962-5917] | - |
dc.identifier.orcid | Sumby, C.J. [0000-0002-9713-9599] | - |
dc.identifier.orcid | Huang, D.M. [0000-0003-2048-4500] | - |
dc.identifier.orcid | George, J.H. [0000-0002-7330-2160] | - |
Appears in Collections: | Aurora harvest 4 Chemistry and Physics publications |
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File | Description | Size | Format | |
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hdl_130744.pdf | Accepted version | 879.38 kB | Adobe PDF | View/Open |
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