Supported Peptide for Asymmetric α-Oxyamination
of Aldehydes

doi:10.1055/s-0029-1220098

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Synfacts 2010(7): 0839-0839
DOI: 10.1055/s-0029-1220098

Polymer-Supported Synthesis

Supported Peptide for Asymmetric α-Oxyamination of Aldehydes

Contributor(s): Yasuhiro Uozumi, Haifeng Zhou
K. Akagawa, T. Fujiwara, S. Sakamoto, K. Kudo*
The University of Tokyo, Japan

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Publikationsverlauf

Publikationsdatum:
22. Juni 2010 (online)

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Significance

A polystyrene-poly(ethylene glycol) resin supported peptide catalyst bearing terminal five-residue Pro-d-Pro-Aib-Trp-Trp combined with polyleucine was prepared. The polymeric peptide was successfully applied to the asymmetric α-oxyamination of aldehydes with TEMPO in the presence of a catalytic amount of FeCl₂ and NaNO₂ to give the corresponding products under aqueous aerobic conditions with up to 87% yield and 93% ee (5 examples).