Tetrahedron

A reaffirmation of stereoelectronic control in the alkaline hydrolysis of methyl and ethyl ethylene phosphate

DG Gorenstein, A Charng, JC Yang

文献索引：Gorenstein, David G.; Chang, Andrew; Yang, Ji-Charng Tetrahedron, 1987 , vol. 43, # 3 p. 469 - 478

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被引用次数: 15

摘要

A reinvestigation of the product distribution in the hydrolysis of ethyl and methyl ethylene phosphates has confirmed our earlier suggestion (Taira, J. Org. Chem., 1984, 4531) that the stereoelectronic effect is an important factor in these reactions. In contrast to the claims of Kluger and Thatcher (J. Am. Chem. Soc., 1985, 107, 6006; J. Org. Chem., 1986, 51, 207), the increase in exocyclic cleavage product, methanol, with increasing strong base is shown to ...