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Synthetic studies on breviones: construction of the CDE ring system

✍ Scribed by Hirosato Takikawa; Manabu Hirooka; Mitsuru Sasaki

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 91 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)00081-3

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✦ Synopsis

Breviones A-E (1-5), allelopathic agents isolated from Penicillium brevicompactum Dierckx, are structurally unique pentacyclic or hexacyclic diterpenoid derivatives. The synthesis of a structurally simplified model compound (8), corresponding to the characteristic spiro-fused CDE ring portion of 1-4, was accomplished by employing sequential, double nucleophilic substitution reactions as the key steps.

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