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Significance: The amphiphilic resin-supported peptide 1 catalyzed the regioand enantioselective transfer hydrogenation of (2E,4E)-α,β,γ,δunsaturated aldehydes 2 with a Hantzsch ester to give the corresponding aldehydes 3 in 47–87% yield with 87–99% ee (14 examples, eq. 1). Comment: In the hydrogenation of the mixture of (2E,4E)-2b and (2Z,4E)-2b, aldehyde 3b was obtained in 71% yield with 97% ee (eq. 2). The authors have previously reported the asymmetric transfer hydrogenation of α,β-unsaturated aldehydes with a Hantzsch ester in the presence of resin-supported peptides (Org. Lett. 2008, 10, 2035; Tetrahedron: Asymmetry 2009, 20, 461). 1·TFA (20 mol%)

Regio- and Enantioselective Hydrogenation Using a Peptide Catalyst