82206-77-7Relevant academic research and scientific papers
Synthesis of ent-kaurane and beyerane diterpenoids by controlled fragmentations of overbred intermediates
Cherney, Emily C.,Green, Jason C.,Baran, Phil S.
supporting information, p. 9019 - 9022 (2013/09/02)
Efficient access to minimally oxidized members of the ent-kaurane and beyerane class of terpenes has been achieved by using a polyene cyclization precursor designed to directly yield oxidation at the axial C19-methyl group. Construction of the [3.2.1]bicyclic system found in the ent-kaurane skeleton was realized with two overbred intermediates. Wagner-Meerwein rearrangement of the [3.2.1]bicyclic system yields the beyerane skeleton of isosteviol. Copyright
