86951-79-3Relevant academic research and scientific papers
Synthesis of sterically hindered N-acylated amino acids from N-carboxyanhydrides
Schaefer, Gabriel,Bode, Jeffrey W.
supporting information, p. 1526 - 1529 (2014/04/03)
Sterically hindered N-acyl, gem-disubstituted amino acids are easily prepared via the addition of organometallic reagents to N-carboxyanhydrides (NCA). The process tolerates a wide variety of functional groups and allows the synthesis of amide products not readily accessible by traditional acylation chemistry. The existence of an isocyanate intermediate was established by in situ IR spectroscopy.
Keten. Part 19. Reactions of 2,4,6-Trimethylbenzonitrile N-Oxide with Ketens
Evans, Andrew R.,Taylor, Giles A.
, p. 979 - 983 (2007/10/02)
Diphenylketen, t-butylcyanoketen, and dimethylketen react with the title nitrile oxide to form 1:1 adducts shown to have the oxazolinone structures (5); keten, t-butylethoxycarbonylketen, and phenyl isocyanate fail to react.The nitrile oxide is deoxygenated by diphenylketen and dimethylketen; in the latter case a new type of deoxygenation process occurs forming the unsaturated ketone (11) and thence the isoxazoline (8).
