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Catalytic Enantioselective Total Synthesis of Hypocrolide A

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posted on 12.09.2016, 23:49 by Chuang Qiao, Wen Zhang, Jing-Chun Han, Chuang-Chuang Li
The first and catalytic enantioselective total synthesis of hypocrolide A (>99% ee) in 12 steps, as well as other botryanes, is described. The absolute configurations of these compounds have been unambiguously confirmed or reassigned accordingly. The key reactions in this study include an unusual rhodium-catalyzed intramolecular [4 + 2] cycloaddition and a biomimetic oxidative [3 + 2] cycloaddition based on our revised biogenetic pathway.