87982-85-2Relevant academic research and scientific papers
Structure-activity relationship of 2-oxoamide inhibition of group IVA cytosolic phospholipase A2 and group V secreted phospholipase A 2
Six, David A.,Barbayianni, Efrosini,Loukas, Vassilios,Constantinou-Kokotou, Violetta,Hadjipavlou-Litina, Dimitra,Stephens, Daren,Wong, Alan C.,Magrioti, Victoria,Moutevelis-Minakakis, Panagiota,Baker, Sharon F.,Dennis, Edward A.,Kokotos, George
, p. 4222 - 4235 (2008/02/11)
The Group IVA cytosolic phospholipase A2 (GIVA cPLA2) is a key provider of substrates for the production of eicosanoids and platelet-activating factor. We explored the structure-activity relationship of 2-oxoamide-based compounds and
Chiral oxime ethers in asymmetric synthesis. Part 4. Asymmetric synthesis of N-protected amines and β-amino acids by the addition of organometallic reagents to ROPHy/SOPHy-derived aldoximes
Hunt, James C. A.,Lloyd, Cephas,Moody, Christopher J.,Slawin, Alexandra M. Z.,Takle, Andrew K.
, p. 3443 - 3454 (2007/10/03)
Addition of organolithium or Grignard reagents to (R)- or (S)-O-(1-phenylbutyl)aldehyde oximes 1 in the presence of boron trifluoride-diethyl ether results in the formation of hydroxylamines 2 in good to excellent diastereoselectivity. Subsequent cleavage of the N-O bond with zinc-acetic acid-ultrasound, and carbamate formation, gives N-protected amines 3 in good enantiomeric purity (77-100% ee). When allylmagnesium bromide was used as the organometallic reagent, the resulting hydroxylamines were converted into β-amino acid derivatives 4 and γ-aminb alcohols 5. The Royal Society of Chemistry 1999.
