Stereochemistry of the base-catalyzed methanolysis of 2-phenyl-tetrahydropyrrolo-1,3,2-oxazaphospholes |
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| Authors: | Toru Koizumi Reiko Yanada Hiroyasu Takagi Hajime Hirai Eiichi Yoshii |
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| Institution: | Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Sugitani, Toyama 930-01, Japan |
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| Abstract: | Diastereomerically pure bicyclic oxazaphospholes were prepared from L-prolinol and phenylphosphonic or thiophosphonic dichloride and their absolute configurations were determined based on the interpretation of NMR spectra. The base-catalyzed methanolysis of those compounds was found to proceed by exclusive PO bond cleavage with complete inversion of configuration. |
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