Synthetic studies on breviones: Construction of the CDE ring system

H Takikawa, M Hirooka, M Sasaki

Index: Takikawa, Hirosato; Hirooka, Manabu; Sasaki, Mitsuru Tetrahedron Letters, 2002 , vol. 43, # 9 p. 1713 - 1716

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Citation Number: 18

Abstract

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.