Tuning the enantioselective N-acetylation of racemic amines: A spectacular salt effect

Academic Article
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publication date

  • 2005

abstract

  • We have described a spectacular salt effect in the kinetic resolution of (+/-)-1-phenylethylamine, which leads to an increase in reactivity, high levels of selectivity, and a complete reversal of the stereoselectivity. By tuning the reaction conditions, we were able to increase the selectivity factor of (1S,2S)-1 to s = 115.