588702-50-5Relevant academic research and scientific papers
Synthesis of β-substituted α-amino acids with use of iridium-catalyzed asymmetric allylic substitution
Kanayama, Takatoshi,Yoshida, Kazumasa,Miyabe, Hideto,Kimachi, Tetsutaro,Takemoto, Yoshiji
, p. 6197 - 6201 (2007/10/03)
The asymmetric synthesis of β-substituted α-amino acids with use of iridium-catalyzed allylic substitution was described. The Ir-catalyzed allylic substitution of diphenylimino glycinate with allylic phosphates proceeded smoothly even at 0 °C and gave branch products with high enantioselectivity (up to 97% ee), when chiral bidentate phosphite bearing the 2-ethylthioethyl group was employed. In addition, both diastereomers of the branch products were synthesized stereoselectively by simply switching the base employed. These methods were also applied to the asymmetric synthesis of quaternary α-amino acids.
