Tetrahedron p. 3215 - 3222 (1984)
Update date:2022-08-17
Topics:
Taira, Kazunari
Gorenstein, David G.
Whereas triethyl phosphite readily reacts with benzoyl chloride to yield the Michaelis-Arbusov product, diethyl benzoyl phosphonate, 1-methyl-4-phospha-3,5,8-trioxabicyclo<2.2.2>octane, 1, is essentially unreactive, even at a higher temperature.The bicyclic phosphite 1 also reacts slower than the triethyl phosphite 2 in an oxidation with t-butyl hydroperoxide.These results are interpreted in terms of the stereoelectronic effect.
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