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2005
Aldehydes
Q 0320
16- 076
Metal-Free, Organocatalytic Asymmetric Transfer Hydrogenation of
α,β-Unsaturated Aldehydes. — The asymmetric transfer hydrogenation of aromatic
α,β-unsaturated aldehydes (I) is smoothly achieved with a dihydropyridine in the presence of an imidazolidinone salt as catalyst. This method thus represents the first completely metal-free catalytic asymmetric transfer hydrogenation reaction. A special feature of the novel method is its enantioconvergence, i.e. the same enantiomer is formed
in high stereoselectivity from both the E- or Z-isomer of the starting aldehyde [cf. (IIb)].
— (YANG, J. W.; HECHAVARRIA FONSECA, M. T.; VIGNOLA, N.; LIST*, B.;
Angew. Chem., Int. Ed. 44 (2005) 1, 108-110; MPI Kohlenforsch.,
D-45470 Muelheim/Ruhr, Germany; Eng.) — Mischke
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