K. Taira, D. Gorenstein
1984
Citations
0
Influential Citations
9
Citations
Journal
Tetrahedron
Abstract
Abstract Whereas triethyl phosphite readily reacts with benzoyl chloride to yield the Michaelis-Arbusov product, diethyl benzoyl phosphonate, 1-methyl-4-phospha-3,5,8-trioxabi)cyclo[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.