Assessing synthetic strategies: total syntheses of (+/-)-neodolabellane-type diterpenoids |
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Authors: | Valente Cory Organ Michael G |
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Affiliation: | Department of Chemistry, York University, 4700 Keele Street, Toronto, ON, M3J 1P3, Canada. |
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Abstract: | Two strategies, namely a cross-metathesis/ring-closing metathesis and Pd-catalyzed Stille allylation/Nozaki-Hiyama-Kishi coupling, are examined for the preparation of neodolabellane-type diterpenoids 1 and 2. Whereas the first approach possessed synthetic limitations, the latter was successfully employed to provide compounds 1 and 2 in 8.8% (14 steps) and 8% (15 steps) overall yields, respectively. |
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Keywords: | macrocyclization metathesis neodolabellane palladium |
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