Issue 22, 1970

Neighbouring group-induced phosphorus–oxygen fission in acidic hydrolysis of phosphonates

Abstract

Anchimeric assistance by the neighbouring oxime function in acid hydrolysis of alkyl α-hydroxyimino-p-nitrobenzyl alkylphosphonates (III), besides increasing the rate of de-esterification by ca. 107 compared with simple phosphonates (I), leads to P–O fission, normally associated with alkaline hydrolysis of the latter.

Article information

Article type
Paper

J. Chem. Soc. D, 1970, 1546-1547

Neighbouring group-induced phosphorus–oxygen fission in acidic hydrolysis of phosphonates

J. I. G. Cadogan and D. T. Eastlick, J. Chem. Soc. D, 1970, 1546 DOI: 10.1039/C29700001546

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