Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Terpenoids. XXXVII. Hypoiodite Reactions with 6-Hydroxy-17-norkaurane- and 7-Norgibberellane-derivatives
野出 学堀 均藤田 栄一
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1976 年 24 巻 9 号 p. 2149-2156

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On the hypoiodite reaction, 17-norkauran-6α-ols 3, 5, 13, 17, and 22 gave 4, 6, 14, 18, and 28, respectively. The same reactions on 7-norgibberellane derivatives, 30 and 32 afforded 31 and 33, respectively. Finally 17-norkauran-6β-ols 36, 38, and 41 on the same reaction yielded 37, a mixture of 39 and 40, and 42, respectively. Thus, the O-functionalization of the inactive C-19 methyl group of 17-norkauran-6-ols was achieved by means of the hypoiodite reaction with 6β-ols.

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