79756-20-0Relevant academic research and scientific papers
1,3,2-Thiazaphospholidin-2-ones Derived From Ephedrine. Preparation and Stereochemistry of Ring-opening Reactions
Hall, C. Richard,Williams, Nancy E.
, p. 2746 - 2750 (1981)
1,3,2-thiazaphospholidin-2-ones are prepared by rearrangement of the corresponding 1,3,2-oxazaphospholidine-2-thiones.In both the phosphono- and phosphoro-series treatment with alkoxide results in P-N bond cleavage with inversion of configuration, while treatment with Grignard reagents results in P-S bond cleavage with retention of configuration.The products are consistent with a mechanism which involves initial nucleophilic attack opposite endocyclic nitrogen.
