Efficient asymmetric alpha-oxyamination of aldehydes by resin-supported peptide catalyst in aqueous media.
The resin-supported peptide catalyst having the terminal five-residue Pro-d-Pro-Aib-Trp-Trp combined with polyleucine successfully catalyzed the asymmetric alpha-oxyamination of aldehydes in aqueous media. The secondary structure and the chirality sense of the hydrophobic polyleucine chain significantly affected both reactivity and enantioselectivity.
Akagawa
Kengo
K
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505, Japan.
Fujiwara
Takuma
T
Sakamoto
Seiji
S
Kudo
Kazuaki
K
D000447:Aldehydes / Q000737:chemistry*; D000586:Amination; D000595:Amino Acid Sequence; D002384:Catalysis; D008958:Models, Molecular; D010455:Peptides / Q000737:chemistry*; D017433:Protein Structure, Secondary; D012117:Resins, Synthetic / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
D000447:Aldehydes; D010455:Peptides; D012117:Resins, Synthetic; D014867:Water