Stereochemistry of nucleophilic displacement reactions at the thiophosphoryl centre—I: Optically active O-ethyl ethylphosphonochloridothionate

J Michalski, M Mikoł

Index: Michalski,J.; Mikolajczyk,M. Tetrahedron, 1966 , vol. 22, p. 3055 - 3059

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Citation Number: 39

Abstract

The reaction of (−)-and (+)-O-ethyl ethylphosphonothioic acid (I) with phosphorus pentachloride has been shown to give optically active O-ethyl ethylphosphonochloridothionate (II) in high yield. For establishing the relative configuration and degree of stereospecificity of (II) use was made of the pyrophosphonothionates, prepared from I and II. The mechanism of the reaction is discussed.