Model studies on the synthesis of the natural meroterpenoid cordiaquinone A

Estudos Modelo da Síntese do Meroterpenóide Natural cordiaquinona A

Two main strategies for the synthesis of the natural meroterpenoid cordiaquinone A (1) - isolated of the roots of Cordia corymbosa G. Don (Boraginaceae) - were tested on model compounds. Whereas all attempts of alkylation of epsilon-caprolactone (10) were unsuccessful, the coupling of epoxycitronellol (17) with an appropriate organocuprate proceeded in the expected direction.

Meroterpenoid naphthoquinone; Cordia corymbosa; Boraginaceae; epsilon-caprolactone; epoxycitronellol; organocuprate