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

✍ Scribed by Yoh-ichi Matsushita; Kazuhiro Sugamoto; Yoshihisa Iwakiri; Satoru Yoshida; Takehito Chaen; Takanao Matsui


Book ID
104097878
Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
521 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis


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 0 -azobis(4-methoxy-2,4-dimethylvaleronitrile) (V-70) at room temperature, and several abietane and podocarpane terpenes were synthesized from 13 and 16.