| Autor: |
Hart, Jacob D., Burchill, Laura, Day, Aaron J., Newton, Christopher G., Sumby, Christopher J., Huang, David M., George, Jonathan H. |
| Předmět: |
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| Zdroj: |
Angewandte Chemie International Edition; 2/25/2019, Vol. 58 Issue 9, p2791-2794, 4p |
| Abstrakt: |
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. Total syntheses of nyingchinoids A and B were 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 through a competing [2+2] cycloaddition. Based on NMR data and biosynthetic speculation, a revised structure of the related natural product rasumatranin D was proposed, which was confirmed through total synthesis. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
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