title: Peptide-catalyzed regio- and enantioselective reduction of α,β,γ,δ-unsaturated aldehydes.
abstract: A resin-supported peptide catalyst (see box in the scheme) was used in the title reaction. The inherent regioselectivity was overcome by the peptide catalyst to promote the 1,6-selective reaction prior to 1,4-reduction. High stereoconvergence was also achieved when using a mixture of geometric isomers of the starting aldehydes. Ach=1-amino-1-cyclohexanecarboxylic acid.
authors.affiliation: Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan).
authors.forename: Kengo
authors.initials: K
authors.lastname: Akagawa
authors.forename: Jun
authors.initials: J
authors.lastname: Sen
authors.forename: Kazuaki
authors.initials: K
authors.lastname: Kudo
keywords: asymmetric synthesis; heterogeneous catalysis; peptides; reduction; regioselectivity