Stereochemistry of nucleophilic displacement reaction at thiophosphoryl centre. An example of a walden cycle involving phosphorus

✍ Scribed by J. Michalski; M. Mikołajczyk; J. Omelańczuk

• Book ID: 104223267
• Publisher: Elsevier Science
• Year: 1965
• Tongue: French
• Weight: 220 KB
• Volume: 6
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)90127-8

✦ Synopsis

Attempts to devise stereochemical Walden aycles in order to establish inversion of configuration at the asymmetric phosphoryl and thlophosphoryl centres were so far only partly successful (1,2). It was desirable, for the puqose of carrying out stereochemical studies of displacement reaction at the thio~~hosphor,yl centre by Kenyon-Phillips method (3), to have ootioal1.y active compounds of special grogerties. With this end in mind the optically active (+)triethyl ethylpyrophosphonodithionate (II), Et(EtO)?(S)CP(s)(QEt)2, was prepared by condensation of (-)sodiun C-ethyl ethylphosphonothioate with diethyl ~hospborooh~or~dot~~onate.