120467-14-3Relevant academic research and scientific papers
Visible-Light Photoredox Catalysis Enables the Biomimetic Synthesis of Nyingchinoids A, B, and D, and Rasumatranin D
Hart, Jacob D.,Burchill, Laura,Day, Aaron J.,Newton, Christopher G.,Sumby, Christopher J.,Huang, David M.,George, Jonathan H.
, p. 2791 - 2794 (2019)
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.
Synthesis of Bibenzyl Cannabinoids, Hybrids of Two Biogenetic Series Found in Cannabis sativa
Crombie, Leslie W.,Crombie, W. Mary L.,Firth, David F.
, p. 1263 - 1270 (2007/10/02)
Syntheses of a series of compounds which merge a m-dihydroxybibenzyl with a terpenoid structure, giving a series of hybrid cannabinoids in which products of two major biogenetic routes of Cannabis are united, are described.The compounds made are the biben
