Stereospecific synthesis of a twinned alanine ester.

نویسندگان

  • Jik Chin
  • Soon Ho Kwon
  • Kimia Moozeh
  • Soon Mog So
  • Alan J Lough
  • B Moon Kim
چکیده

Reaction between 1,2-bis(2-hydroxyphenyl)-ethylenediamine (hpen) and methyl pyruvate gives the diaza-Cope rearrangement product with good yield and excellent stereospecificity. The product containing two chiral quaternary carbon centers is characterized by high performance liquid chromatography and X-ray crystallography. DFT computation provides insight into why the diaza-Cope rearrangement takes place readily with methyl pyruvate but not with other ketones like acetone and substituted acetophenones.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 11 46  شماره 

صفحات  -

تاریخ انتشار 2013