131246-12-3Relevant academic research and scientific papers
Formal Total Synthesis of (+)-12-Deoxyscalarolide
Ragoussis, Valentine,Liapis, Maria,Ragoussis, Nikitas
, p. 2545 - 2551 (2007/10/02)
An effective total synthesis of (+)-12-deoxyscalarolide is described, starting from natural manool.Two alternative reaction schemes have been investigated for the synthesis of the tetracarbocyclic key intermediate (-)-methyl 17-oxo-24-norscalaran-25-oate.The unsaturated lactonic ring is then created from this ester in three steps to afford, in high yield, the (-)-scalar-16-en-25,24-olide which is easily isomerised under basic conditions to (+)-12-deoxyscalarolide.
