Synthesis and Biomimetic Rearrangement of a Chiral Diterpene Dioxide

Article abstract of DOI:10.1016/0040-4039(95)02066-7

As part of a biomimetic approach towards the marine triterpene teurilene (2), the synthesis of the chiral diepoxide 3 is described.Aiming at the synthesis of the squalene tetraepoxide 1, double Sharpless epoxidation led to the intermediate bisglycidic alcohol 7 being subject to a stereochemical analysis.