Studies on Organic Fluorine Compounds. XVI. : Stereochemistry in Fluorination of Sterols with Phenylfluorophosphoranes
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概要
- 論文の詳細を見る
Stereochemistry of the fluorination of an alcohol with phenyltetrafluorophosphorane was investigated in the case of steroidal alcohols. 5α-Cholestan-3β-ol and 3α-ol gave 3α- and 3β-fluoro-5α-cholestane, respectively, which suggests that the fluorination proceeded through SN2 mechanism ; while, cholesterol and 3β-acetoxy-5-bromo-5α-cholestane-6β-ol gave fluoro compounds with retention of configuration, which shows that a neighboring group may have participated in stabilizing the carbonium intermediate in special cases. Diphenyltrifluorophosphorane gave similar results.
- 公益社団法人日本薬学会の論文
- 1975-01-25
著者
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小林 義郎
Tokyo College of Pharmacy
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大沢 昭緒
Tokyo College Of Pharmacy
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熊懐 稜丸
Tokyo College of Pharmacy
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榛沢 雄二
Tokyo College of Pharmacy
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本多 成光
Drug Development Research Laboratories, Chugai Pharmaceutical Co., Ltd.,
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本多 成光
Tokyo College of Pharmacy
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本多 成光
Drug Development Research Laboratories Chugai Pharmaceutical Co. Ltd.
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