Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Oxy-functionalization of Adamantane-1-acetic Acid and Adamantane-1-carboxylic Acid by the Ferrous Iron-Molecular Oxygen System in Aqueous Solution
三浦 敏明柴田 邦彦沢谷 拓治木村 道也
著者情報
キーワード: quantitation of products
ジャーナル フリー

1982 年 30 巻 1 号 p. 67-73

詳細
抄録
Oxygenation reactions of adamantanes with ferrous iron-molecular oxygen in phosphate buffer were investigated and the structures of the products were elucidated. In the reaction of adamantane-1-acetic acid (1a), five oxygenated products, the C (2)-oxo, C (4)-oxo, C (2), C (6)-dioxo, C (4)-ol, and C (3)-ol derivatives, were obtained. Similar oxygenation also occurred in the reaction of adamantane-1-carboxylic acid (2a) to give three products, the C (4)-oxo, C (4)-ol, and C (3)-ol derivatives. The oxy-functionalization of 1a and 2a in 0.5M phosphate buffer (pH 6.8) was found to occur almost quantitatively on addition of an appropriate amount of ferrous iron.
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© The Pharmaceutical Society of Japan
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