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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Detalhes bibliográficos
Publicado no:Chem Sci
Main Authors: Maeno, Mayaka, Tokunaga, Etsuko, Yamamoto, Takeshi, Suzuki, Toshiya, Ogino, Yoshiyuki, Ito, Emi, Shiro, Motoo, Asahi, Toru, Shibata, Norio
Formato: Artigo
Idioma:Inglês
Publicado em: Royal Society of Chemistry 2015
Assuntos:
Chemistry
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC5811091/
https://ncbi.nlm.nih.gov/pubmed/29560192
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1039/c4sc03047h
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