TY - JOUR
T1 - Conformational analysis and selective hydrolysis of 2,5-disubstituted-1,3-dioxane-2-carboxylic acid esters
AU - Harabe, Tetsuji
AU - Matsumoto, Takatoshi
AU - Shioiri, Takayuki
N1 - Funding Information:
This work was financially supported in part by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan.
PY - 2007/2/19
Y1 - 2007/2/19
N2 - 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.
AB - 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.
KW - 1,3-Dioxane derivative
KW - Charge calculation
KW - Conformational analysis
KW - Selective hydrolysis
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U2 - 10.1016/j.tetlet.2006.12.117
DO - 10.1016/j.tetlet.2006.12.117
M3 - Article
AN - SCOPUS:33846373611
SN - 0040-4039
VL - 48
SP - 1443
EP - 1446
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 8
ER -