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.
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