Hydroxylation of polycyclic alkanes with molecular oxygen catalyzed by N-hydroxyphthalimide (NHPI) combined with transition metal salts

Y Ishii, S Kato, T Iwahama, S Sakaguchi

Index: Ishii, Yasutaka; Kato, Susumu; Iwahama, Takahiro; Sakaguchi, Satoshi Tetrahedron Letters, 1996 , vol. 37, # 28 p. 4993 - 4996

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Citation Number: 80

Abstract

Adamantanes were successfully converted into the corresponding mono-and dihydroxy adamantanes with molecular oxygen in the presence of N-hydroxyphthalimide (NHPI) combined with cobalt salts under mild conditions. For example, exposure of adamantane under oxygen atmosphere in the presence of NHPI (10 mol%) and Co (acac) 2 (0.5 mol%) in acetic acid at 75° C for 6 h afforded adamantan-1-ol (43%) and adamantane-1, 3-diol (40 ...