158195-22-3Relevant academic research and scientific papers
A thermodynamic preference of chiral cis-γ,δ-epimino-(E)-α,β-unsaturated esters over other stereoisomers: Synthetically useful Pd(0)-catalyzed equilibrated reactions of aziridines bearing an α,β-unsaturated ester group
Ibuka, Toshiro,Akaji, Masako,Mimura, Norio,Habashita, Hiromu,Nakai, Kazuo,Tamamura, Hirokazu,Fujii, Nobutaka,Yamamoto, Yoshinori
, p. 2849 - 2852 (2007/10/03)
A practical synthesis of chiral N-arylsulfonyl-cis-γ,δ-epimino-(E)-α,β-enoates, key intermediates for the synthesis of (E)-alkene dipeptide isosteres via Pd(0)-catalyzed equilibrated reactions, has been successfully achieved by exposing N-arylsulfonyl-γ,δ
SN2' Ring opening of aziridines bearing an α,β-unsaturated ester group with organocopper reagents. A new stereoselective synthetic route to (E)-alkene dipeptide isosteres
Fujii, Nobutaka,Nakai, Kazuo,Tamamura, Hirokazu,Otaka, Akira,Mimura, Norio,et al.
, p. 1359 - 1372 (2007/10/02)
Regio- and stereo-selective synthesis of (E)-alkene dipeptide isosters has been successfully achieved by exposing both (E)- and (Z)-N-(4-methylphenyl)sulfonyl-γ,δ-epimino-α,β-enoates to organocopper reagents at -78 deg C for 30 min.
SN2'-Reactions of Peptide Aziridines. A Cuprate-Based Approach to (E)-Alkene Isosteres
Wipf, Peter,Fritch, Paul C.
, p. 4875 - 4886 (2007/10/02)
Alkenylaziridines were prepared from allylic alcohols via Sharpless epoxidation, oxirane to aziridine conversion under modified Staudinger conditions, and Wittig chain extension.Alternatively, β-hydroxy α-amino acids such as threonine can serve as readily
