Total Syntheses of (-)-Transtaganolide A, (+)-Transtaganolide B, (+)-Transtaganolide C, and (-)-Transtaganolide D and Biosynthetic Implications
Angewandte Chemie (International ed. in English) | 18 May 2013
HM Nelson, JR Gordon, SC Virgil and BM Stoltz
‘Dibal'lin’ on a budget: The enantioselective total syntheses of transtaganolides A-D are rapidly achieved by a highly diastereoselective Ireland-Claisen/Diels-Alder cascade reaction of an enantioenriched geraniol derivative. Based on X-ray diffraction data, the absolute configuration of these metabolites is established and discussed within the context of existing biosynthetic hypotheses.
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