220765-24-2Relevant academic research and scientific papers
Stereoselective synthesis of chiral amino allenes by organocopper- mediated anti-S(N)2'-substitution reaction of chiral ethynylaziridines
Ohno, Hiroaki,Toda, Ayako,Fujii, Nobutaka,Takemoto, Yoshiji,Tanaka, Tetsuaki,Ibuka, Toshiro
, p. 2811 - 2820 (2000)
Chiral N-protected amino allenes have been synthesized from 3-alkyl-2- ethynylaziridines via organocopper-mediated reactions. Treatment of enantiomerically pure (2R,3S)-2,3-trans-3-alkyl-2-ethynylaziridines with RCu(CN)M (M=Li or MgX) in THF at -78°C affords exclusively the expected (S,S)-amino allenes in high yields in a regio- and stereoselective manner. On the other hand, (2S,3S)-2,3,cis-3-alkyl-2-ethynylaziridines give stereoisomeric (S,R)-amino allenes in comparable high yields. (C) 2000 Elsevier Science Ltd.
Synthesis of chiral amino allenes via an organocyanocuprate-mediated ring-opening reaction of enantiopure ethynylaziridines
Ohno, Hiroaki,Toda, Ayako,Miwa, Yoshihisa,Taga, Tooru,Fujii, Nobutaka,Ibuka, Toshiro
, p. 349 - 352 (2007/10/03)
Amino allenes have been synthesized from 2-ethynylaziridines via organocopper-mediated reactions. Whereas treatment of enantiomerically pure (2R,3S)-2,3-trans-3-alkyl-3-ethynylaziridines with RCu(CN)M (M = Li or MgX) yield exclusively (S,S)-allenylamines
