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Self-disproportionation of enantiomers of thalidomide and its fluorinated analogue via gravity-driven achiral chromatography: mechanistic rationale and implications

We report on the self-disproportionation of enantiomers (SDE) of non-racemic thalidomide (1) and 3′-fluorothalidomide (2) under the conditions of gravity-driven achiral silica-gel chromatography. The presence of a fluorine atom on the chiral center dramatically alters the structure and polarity of 1...

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Detalles Bibliográficos
Autores principales: Maeno, Mayaka, Tokunaga, Etsuko, Yamamoto, Takeshi, Suzuki, Toshiya, Ogino, Yoshiyuki, Ito, Emi, Shiro, Motoo, Asahi, Toru, Shibata, Norio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5811091/
https://www.ncbi.nlm.nih.gov/pubmed/29560192
http://dx.doi.org/10.1039/c4sc03047h