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Synfacts 2005(0): 0069-0069  
DOI: 10.1055/s-2005-869929
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Germanium(II)-Mediated Cross-Aldol Reac­-tion between Aldehydes and Bromoaldehydes

Contributor(s): Paul Knochel, Andrei Gavryushin
M. Yasuda, S. Tanaka, A. Baba*
Osaka University, Japan
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Publication History

Publication Date:
20 July 2005 (online)

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Significance

This is the first example of the reaction between an aldehyde, α-haloaldehyde and a reducing agent, leading to the aldol-type product. The high instability of the β-hydroxyaldehyde products prevents the application of usual low-­valent metal like tin or chromium. The method is convenient and can be easily scaled up.