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Synfacts 2011(9): 1027-1027  
DOI: 10.1055/s-0030-1260903
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric α-Oxyamination with a Peptide Catalyst and Laccase

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Heeyoel Baek
K. Akagawa, K. Kudo*
The University of Tokyo, Japan
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Publication History

Publication Date:
19 August 2011 (online)

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Significance

2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO)-mediated air oxidation of aldehydes by an oxidative enzyme, laccase (EC 1.10.3.2), and a polymer-supported peptide catalyst is performed in water. Thus, the reaction of alkyl aldehydes with TEMPO was carried out with the PS-PEG-supported peptide catalyst 1 and laccase in buffer solution (pH 4.4) to give the corresponding α-oxyaminated aldehydes (2a-d) in 71-77% yield with 86-90% ee.