Oxidation of a-Cedrene with Lead Tetraacetate

Abstract

Oxidation of a-cedrene with red lead in the presence of acetic anhydride in glacial acetic acid was found to afford several products; 5-cedranone [1], 5-isocedranone [2], 5-acetoxy5-cedrene [3], 5 a-acetoxy-6-cedrene [4], 6 a-cedranal [5], 13-acetoxy-5-cedrene [6], 6 8- acetoxycedrane [7] and 5, 6-diacetoxycedrane [8].
Oxidation of a-cedrene with lead dioxide in glacial acetic acid afforded the products [3], [4], [5], [6] and [7];
Compounds [1] to 8 were found to possess a mild wood like odor.