Stereospecific synthesis of a twinned alanine ester.
نویسندگان
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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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 11 46 شماره
صفحات -
تاریخ انتشار 2013