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Assessing Synthetic Strategies: Total Syntheses of (±)‐Neodolabellane‐Type Diterpenoids
Author(s) -
Valente Cory,
Organ Michael G.
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200801161
Subject(s) - stille reaction , metathesis , salt metathesis reaction , stereochemistry , total synthesis , chemistry , combinatorial chemistry , organic chemistry , catalysis , polymerization , polymer
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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