392673-58-4Relevant articles and documents
Synthesis of the reported structure of piperazirum using a nitro-Mannich reaction as the key stereochemical determining step
Anderson, James C.,Kalogirou, Andreas S.,Porter, Michael J.,Tizzard, Graham J.
, p. 1737 - 1744 (2013)
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.
SYNTHESIS OF β-LACTAMS BY CONDENSATION OF TITANIUM ENOLATES OF 2-PYRIDYL THIOESTERS WITH AROMATIC IMINES: INFLUENCE OF THE PYRIDINE STRUCTURE ON THE DIASTEREOSELECTION
Annunziata, Rita,Cinquini, Mauro,Cozzi, Franco,Lombardi Borgia, Andrea
, p. 181 - 184 (2007/10/02)
A series or S-2-pyridyl thioesters featuring various substituent at the 3 or 6 position of the pyridine ring has been prepared and their titanium enolates have been reacted with imines to give β-lactams. 3-substituted compounds provided a good diastereose
