%0 Generic %A Clark, J. Stephen %A Delion, Laetitia %A Farrugia, Louis J. %D 2014 %T Total Synthesis of the Purported Structure of Sclerophytin F %U https://acs.figshare.com/articles/dataset/Total_Synthesis_of_the_Purported_Structure_of_Sclerophytin_F/2264413 %R 10.1021/ol5020152.s003 %2 https://acs.figshare.com/ndownloader/files/3900421 %K Sclerophytin FThe synthesis %K Purported Structure %K spectroscopic data %K tricyclic core %K sclerophytin F %K Total Synthesis %K product sclerophytin F %K vinylogous carbonate %X The synthesis of the compound that has been proposed to be the natural product sclerophytin F has been completed from a known vinylogous carbonate. The synthetic strategy relied upon rearrangement of a catalytically generated ylide-like intermediate to produce an oxa­bicyclo­[6.2.1]-5-undecen-9-one and an intermolecular Diels–Alder reaction to construct the complete tricyclic core found in the natural product. Comparison of the spectroscopic data for synthetic material to that reported for sclerophytin F shows that the natural product does not have the revised structure possessing the 3S configuration (*) proposed previously. %I ACS Publications