Catalytic Rearrangement of O-Cholesteryl S-Alkyl Dithiocarbonates to S-Alkyl S-Cholesteryl Dithiocarbonates by Phenols
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概要
- 論文の詳細を見る
Phenolysis of O-cholesteryl S-alkyl dithiocarbonates gave the corresponding S-alkyl S-cholesteryl dithiocarbonates. The rearrangements obeyed first-order rate laws and the rates were affected by the acidity of the phenols. A plot of the substituent effect of the S-alkyl moiety against the Tafts σ^* values was roughly linear. ortho-Substituted phenols such as 2-chlorophenol or 2,6-dimethylphenol considerably retarded the rearrangement. The role of phenols and the reaction behavior of O-cholesteryl S-alkyl dithiocarbonates are discussed on the basis of kinetic and molecular orbital calculation data indicating that the rearrangement may proceed by specific solvation of phenols at the thiocarbonyl sulfur atom.
- 公益社団法人日本薬学会の論文
- 1985-05-25
著者
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原野 一誠
Faculty of Pharmaceutical Sciences, Kumamoto University
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久野 拓造
Faculty Of Pharmaceutical Sciences Kumamoto University
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原野 一誠
熊本大学 薬
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原野 一誠
熊本大学薬学部
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久野 拓三
熊本大学薬学部
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三好 浩一郎
Faculty of Pharmaceutical Sciences, Kumamoto University
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三好 浩一郎
Faculty Of Pharmaceutical Sciences Kumamoto University
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