187531-98-2Relevant academic research and scientific papers
A Thermodynamic Preference of Chiral N-Methanesulfonyl and N-Arenesulfonyl 2,3-cis-3-Alkyl-2-Vinylaziridines over Their 2,3-Trans-Isomers: Useful Palladium(0)-Catalyzed Equilibration Reactions for the Synthesis of (E)-Alkene Dipeptide Isosteres
Ibuka, Toshiro,Mimura, Norio,Aoyama, Hiroshi,Akaji, Masako,Ohno, Hiroaki,Miwa, Yoshihisa,Taga, Tooru,Nakai, Kazuo,Tamamura, Hirokazu,Fujii, Nobutaka,Yamamoto, Yoshinori
, p. 999 - 1015 (2007/10/03)
Palladium(0)-catalyzed reactions of N-methanesulfonyl- or N-(arenesulfonyl)-3-alkyl-2-vinylaziridines reveal that 2,3-cis-isomers are more stable than the corresponding 2,3-trans-isomers in accord with ab initio calculations. A highly stereoselective synthetic route to (E)-alkene dipeptide isosteres having desired stereochemistries from 2,3-cis-3-isobutyl-2-vinylaziridine by the use of organocopper chemistry is also presented.
