Synthesis of the reported structure of piperazirum using a nitro-Mannich reaction as the key stereochemical determining step

نویسندگان

  • James C Anderson
  • Andreas S Kalogirou
  • Michael J Porter
  • Graham J Tizzard
چکیده

Piperazirum, isolated from Arum palaestinum Boiss, was originally assigned as r-3,c-5-diisobutyl-c-6-isopropylpiperazin-2-one. The reported structure was synthesised diastereoselectively using a key nitro-Mannich reaction to set up the C5/C6 relative stereochemistry. The structure was unambiguously assigned by single crystal X-ray diffraction but the spectroscopic data did not match those reported for the natural product. The structure of the natural product must therefore be revised.

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عنوان ژورنال:

دوره 9  شماره 

صفحات  -

تاریخ انتشار 2013