Tetrahedron p. 14841 - 14854 (1996)
Update date:2022-08-25
Topics:
Li, Shigui
Dory, Yves L.
Deslongchamps, Pierre
Reaction products using labelled water (H2O18) and the relative rate of hydrolysis of the four bicyclic orthoesters 1-4 having a six or a seven-membered orthoester ring are reported. With the help of theoretical calculations (semi-empirical AM1 and ab initio 3-21G level), the results are explained by taking into account proton affinities as well as steric and stereoelectronic effects.
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Doi:10.1021/ja962633c
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