Synthesis and absolute configuration of brevione B, an allelochemical isolated from Penicillium sp.

Abstract: Breviones A–E ( 1–5 ), allelochemicals isolated from Penicillium brevicompactum Dierckx, are structurally unique diterpenoid derivatives. The first synthesis of both enantiomers of brevione B ( 2 ) was accomplished by employing the double SN2′-type tandem reaction as a key step, and the absolute configuration of the naturally occurring 2 was established. [Copyright &y& Elsevier]