477781-35-4Relevant academic research and scientific papers
Asymmetric synthesis of β2,3-amino acids by InI-Pd(0)-promoted metalation and addition of chiral 2-vinylaziridines
Anzai, Miyuki,Yanada, Reiko,Fujii, Nobutaka,Ohno, Hiroaki,Ibuka, Toshiro,Takemoto, Yoshiji
, p. 5231 - 5239 (2002)
The reaction of optically active 3-alkyl-2-vinylaziridines with various aldehydes in the presence of InI and Pd(PPh3)4 gives rise to chiral syn,syn-2-vinyl-1,3-amino alcohols possessing three contiguous chiral centers stereoselectively. The ratio of the syn,syn-isomer to the other three isomers is significantly affected by the C3-substituents of aziridines as well as the alkyl groups of aldehydes. In addition, the obtained 1,3-aminoalcohols can be converted into biologically important β2,3-amino acid derivatives.
