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Updated: Feb 12, 2026

Preparation of Functional Silica Using a Bioinspired Method
Published on: August 1, 2018
Bioinspired synthesis of pentacyclic onocerane triterpenoids
Florian Bartels1, Young J Hong2, Daijiro Ueda3
1Institute of Chemistry and Biochemistry , Freie Universität Berlin , Takustraße 3 , 14195 Berlin , Germany .
Abstract:
The first chemical synthesis of pentacyclic onocerane triterpenoids has been achieved. A putative biomimetic tricyclization cascade is employed to forge a fused decalin-/oxepane ring system. The synthetic route proceeds to (+)-cupacinoxepin in seven steps and to (+)-onoceranoxide in eight steps in the longest linear sequence, when starting from geranyl chloride and (+)-sclareolide. The bioinspired epoxypolyene cyclization is supported by computational and enzymatic studies.
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