Generation and Reactions of 2-(1-Adamantyl) adamantene. Rearrangement to 3-(1-Adamantyl)-4-protoadamantylidene.

…, H Isobe, T Kitagawa, K Takeuchi

文献索引：Okazaki, Takao; Isobe, Hiroshi; Kitagawa, Toshikazu; Takeuchi, Ken'ichi Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 7 p. 2053 - 2062

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被引用次数: 8

摘要

The SN 1 methanolysis of (1-adamantyl)(3-noradamantyl) methyl heptafluorobutyrate at 100° C yielded (1-adamantyl)(3-noradamantyl) methyl methyl ether (17), 2-(1-adamantyl)-1- methoxyadamantane (18), and 4-(1-adamantyl)-3-methoxyprotoadamantane (19) in a 2: 65: 33 ratio. The methanolysis of (1-adamantyl)(3-noradamantyl) diazomethane (7) at 0° C also yielded 17, 18, and 19 in a 4: 33: 63 ratio. On the other hand, the photolysis of 7 in 99: 1 (v/ ...