586418-52-2Relevant academic research and scientific papers
Enantio- and diastereoselective Ir-catalyzed allylic substitutions for asymmetric synthesis of amino acid derivatives
Kanayama, Takatoshi,Yoshida, Kazumasa,Miyabe, Hideto,Takemoto, Yoshiji
, p. 2054 - 2056 (2003)
Simply switching the base employed in the first enantioselective allylic substitutions of diphenylimino glycinate 1 with 2, which are catalyzed by an Ir complex of chiral phosphite 5, allows the two branched diastereomers 3 and 4 to be selectively synthes
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.
