Studies of Cyclic Ethers. II. Syntheses and Conformations of Two Isomers of 2,3,5,6-Tetramethyl-1,4-dioxane
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概要
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Two of five isomers of 2,3,5,6-tetramethyl-1,4-dioxane were isolated. Their configurations were assigned with the coupling constants of the methine protons of the 1,4-dioxane ring by nuclear magnetic resonance (NMR) spectrometry. 2,cis-3-Bis(Iodomethyl)-cis-5,trans-6-dimethyl-1,4-dioxane (IIa) and 2,trans-3-bis-(iodomethyl)-trans-5,cis-6-dimethyl-1,4-dioxane (IIb) were obtained by the cyclization reaction of meso- and dl-2,3-butanediol, respectively, and 1,3-butadiene with mercuric oxide and iodine. 2,cis-3,cis-5,trans-6-Tetramethyl-1,4-dioxane (IIIa) and 2,trans-3,trans-5,cis-6-tetramethyl-1,4-dioxane (IIIb) were obtained by reduction of IIa and IIb, respectively, with LiAlH_4. The coupling constants and τ values of the methine protons of the 1,4-dioxane ring were 3.3,9.0 Hz, 6.16,6.30,6.54,6.76 τ for IIIa, and 9.0 Hz, 6.77 τ for IIIb.
- 公益社団法人日本薬学会の論文
- 1973-05-25
著者
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亀谷 富士夫
Faculty of Pharmaceutical Sciences, University of Tokushima
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亀谷 富士夫
Faculty Of Pharmaceutical Sciences University Of Tokushima
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須見 泰子
Faculty of Pharmaceutical Sciences, University of Tokushima
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須見 泰子
Faculty Of Pharmaceutical Sciences University Of Tokushima
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