Structures of Two Novel Sesquiterpenoids Formed by the Lead Tetraacetate Oxidation of β-Caryophyllene

Two crystalline minor products (14 and 15) were newly obtained by the oxidation of β-caryophyllene (1) with lead tetraacetate. The structures were determined as 4,4-dimethyltricyclo- [6.3.2.02.5]tridec-8-en-1-ol (14) and 4,4-dimethyl-9-oxatetracyclo[6.4.2.02 5.08.10]tridecan-1-ol (15) by HR-MS, LR-MS, IR, 1H-NMR, 13C-NMR, and single crystal X-ray analysis data. Products 14 and 15 are novel sesquiterpenes.