Linear Steroid Analogues. IV. Cyclization Reaction of 8,9-Seco-5α-androstane-8,9,11-trione Derivatives with Al_2O_3 and SiO_2
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概要
- 論文の詳細を見る
8,9-Seco-5α-androstane-8,9,11-trione derivatives (III) were cyclized with Al_2O_3 or SiO_2 in CH_2Cl_2 or CH_3CN affording the diketo-ols (IV and V) and their dehydrated products, ene-diones (VI and VII). Introduction of substituents into the 3- and 17- positions of the triketone (III) caused systematic changes in the ratios of the cyclization products. Al_2O_3 and SiO_2 showed a significantly different effects on the cyclizations, and solvent change also affected the cyclizations. These results are reported and interpreted in terms of a specific adsorption of substrate on the surface of the catalyst from a speculative view. The configuration of the BC ring junction of the diketo-ols (V), hitherto the only unresolved aspect of their structure, was assigned α-cis from the associated evidence of their circular dichroism, nuclear magnetic resonance and infrared spectra.
- 公益社団法人日本薬学会の論文
- 1971-10-25
著者
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米野 太一郎
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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鎌田 和夫
Shionogi Research Laboratory Shionogi & Co. Ltd.
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青山 定夫
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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青山 定夫
Shionogi Research Laboratory Shionogi & Co. Ltd.
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米野 太一郎
Shionogi Research Laboratory Shionogi & Co. Ltd.
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