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.
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505, Japan.
Kengo
K
Akagawa
Takuma
T
Fujiwara
Seiji
S
Sakamoto
Kazuaki
K
Kudo
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