Aerobic oxidation of 8, 11, 13-abietatrienes catalyzed by N-hydroxyphthalimide combined with 2, 2′-azobis (4-methoxy-2, 4-dimethylvaleronitrile) and its application …

…, K Sugamoto, Y Iwakiri, S Yoshida, T Chaen, T Matsui

Index: Matsushita, Yoh-ichi; Sugamoto, Kazuhiro; Iwakiri, Yoshihisa; Yoshida, Satoru; Chaen, Takehito; Matsui, Takanao Tetrahedron Letters, 2010 , vol. 51, # 30 p. 3931 - 3934

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Citation Number: 8

Abstract

Methyl 8, 11, 13-abietatriene-18-oate (1b) and 7-oxo-8, 11, 13-abietatrienes 10 and 15 were converted into 15-hydroperoxy-7-oxo-8, 11, 13-abietatrienes 13 and 16 by aerobic oxidation catalyzed by N-hydroxyphthalimide (NHPI) combined with 2, 2′-azobis (4-methoxy-2, 4- dimethylvaleronitrile)(V-70) at room temperature, and several abietane and podocarpane terpenes were synthesized from 13 and 16.