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Assessing Synthetic Strategies: Total Syntheses of (±)-Neodolabellane-Type Diterpenoids

✍ Scribed by Cory Valente; Michael G. Organ

Book ID: 101835661
Publisher: John Wiley and Sons
Year: 2008
Tongue: English
Weight: 392 KB
Volume: 14
Category: Article
ISSN: 0947-6539
DOI: 10.1002/chem.200801161

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✦ Synopsis

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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