Conformational analysis and selective hydrolysis of 2,5-disubstituted-1,3-dioxane-2-carboxylic acid esters

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• 作者：Tetsuji Harabe ; Takatoshi Matsumoto ; Takayuki Shioiri
• 关键词：1 ; 3-Dioxane derivative ; Conformational analysis ; Selective hydrolysis ; Charge calculation
• 刊名：Tetrahedron Letters
• 出版年：2007
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：19 February 2007
• 卷：48
• 期：8
• 页码：1443-1446
• 文件大小：140 K

摘要

5-Alkyl-2-methyl-2-carbomethoxy-1,3-dioxanes were found to have a cis preferential configuration in the equilibrium state, and the ester hydrolysis rate of the trans-isomers was faster than that of the cis-isomers. Conformational analysis and charge calculation of the carbomethoxy group in both dioxanes elucidated this selectivity.