Synfacts 2008(7): 0759-0759  
DOI: 10.1055/s-2008-1077817
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Transfer Hydrogenation in Aqueous Media

Contributor(s): Benjamin List, Lars Ratjen
K. Akagawa, H. Akabane, S. Sakamoto, K. Kudo*
The University of Tokyo, Japan
Further Information

Publication History

Publication Date:
20 June 2008 (online)

Significance

A highly selective asymmetric transfer hydrogenation of unsaturated aldehydes in aqueous media has been developed. The methodology involves a polyethyleneglycol-polystyrene-supported synthetic peptide catalyst with a terminal proline moiety. Specific characteristics of the catalyst are the hydrophobic polyleucine chain and a β-turn motif at the terminus, providing the specifically high catalytic activity in aqueous media. Products were obtained in yields of 53-76% and enantiomeric ratios of up to 98:2, respectively.