Hart, J.D.Burchill, L.Day, A.J.Newton, C.G.Sumby, C.J.Huang, D.M.George, J.H.2021-06-162021-06-162019Angewandte Chemie International Edition, 2019; 131(9):2817-28200044-82491521-3757http://hdl.handle.net/2440/130744German editionThe 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.en© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, WeinheimBiomimetic synthesis; cascade reactions; natural products; photoredox catalysis; total synthesisVisible-light photoredox catalysis enables the biomimetic synthesis of nyingchinoids A, B, and D, and rasumatranin DJournal article100002910610.1002/ange.201814089555433Hart, J.D. [0000-0002-5318-518X]Newton, C.G. [0000-0002-8962-5917]Sumby, C.J. [0000-0002-9713-9599]Huang, D.M. [0000-0003-2048-4500]George, J.H. [0000-0002-7330-2160]