Novel Monoterpene Alcohols Derived from the Oxidation of 2(10)-Pinene with Lead Tetraacetate

Abstract

Novel monoterpene alcohols, 1(7), 4(8) -p-menthadien-2-y1 acetate [6], tr ans-1 (7)-pmenthen-2, 8-diyl diacetate[ 9 ] and 1-p-menthene-7, 8-diyl diacetate [10], were obtained by the oxidation of 2(10)-pinene [ 1 ] with lead tetraacetate. trans-4(8)-p-Menthen-2-ol [12] and its cis-isomer [13] were obtained in equal amounts by hydrogenation of 1(7), 4(8)-pmenthadien-2-ol [6 a].1 (7)-P-Menthene-2, 8-diol [9 a] was easily converted into 1(7), 8-p-menthadien-2-ol [11].