A RETRO-BIOMIMETIC ONE-STEP SYNTHESIS OF NATURAL ATISANIC AND BEYERANIC DITERPENOIDS

Abstract

An efficient retro-biomimetic procedure for the synthesis of two natural products having atisanic and beyeranic structure is reported. The readily available ent-kaurenoic acid is used as the substrate, which provides under superacidic treatment a mixture of natural ent-beyer-15-en-19-oic and ent-atis-16-en-19-oic acids. These compounds have been reported as components of medicinal plants and possess relevant biological activity. Their structure was confirmed on the basis of chemical transformations and spectral data.

Keywords

• Terpenoids
• biomimetic synthesis
• kaurane
• atisane
• beyerane