37700-65-5Relevant academic research and scientific papers
Organocatalyzed Asymmetric Aldol Reaction of α-Keto Amides with A Tripeptide Catalyst
Kon, Kazumasa,Takai, Hiromu,Kobayashi, Takumu,Kohari, Yoshihito,Murata, Miki
supporting information, p. 829 - 832 (2021/02/26)
An organocatalyzed asymmetric aldol reaction of α-keto amides was developed. An N-terminal 4- trans -siloxyproline-based tripeptide with an l - tert -leucine unit adjacent to the 4- trans -siloxyproline residue was used to catalyze the reaction between various α-keto amides and acetone, to produce the corresponding aldol adducts with up to 99% yield and 91% ee.
Unnatural tripeptide as highly enantioselective organocatalyst for asymmetric aldol reaction of isatins
Kon, Kazumasa,Kohari, Yoshihito,Murata, Miki
supporting information, p. 415 - 418 (2019/01/05)
The development of unnatural tripeptides as highly enantioselective organocatalysts for the asymmetric aldol reaction of isatins was achieved. H-Pro-Gly-D-Ala-OH with the D-alanine residue as the C-terminal amino acid residue expressed the best enantioselectivity. The H-Pro-Gly-D-Ala-OH-catalyzed reaction of isatins gave various aldol adducts with up to 93% yield and up to 97% ee. Investigation of the transition state via DFT calculation revealed that high optical purity was realized by the D-alanine controlled steric environment.
