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Concise total syntheses of heliannuols B and D
Authors:Yuki Manabe  Makoto KanematsuMasahiro Yoshida  Kozo Shishido
Institution:Graduate School of Pharmaceutical Sciences, The University of Tokushima, 1-78-1 Sho-machi, Tokushima 770-8505, Japan
Abstract:Concise and efficient enantioselective total syntheses of heliannuols B and D have been accomplished using chirality transfer through a Lewis acid-promoted Claisen rearrangement for the construction of the C7 tertiary stereogenic center and a relay ring-closing metathesis for assembling the dihydrobenzob]oxepine backbone of the natural products as the key steps.
Keywords:Total synthesis  Sesquiterpenoids  Relay ring-closing metathesis  Diastereoselectivity  Claisen rearrangement
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