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Synfacts 2009(2): 0186-0186
DOI: 10.1055/s-0028-1087634
DOI: 10.1055/s-0028-1087634
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Ni-Catalyzed Diastereoselective Coupling of Dienes and Aldehydes
H. Y. Cho, J. P. Morken*
Boston College, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. Januar 2009 (online)
Significance
A three-component coupling of dienes, aldehydes, and a diboron reagent allows for the synthesis of homoallylic alcohols with good diastereoselectivities. Although the yields are mostly moderate to low, the methodology can potentially be used for the synthesis of functionalized alcohols such as polyketides. Aromatic, aliphatic and α,β-unsaturated aldehydes can be used for the reaction. Notably, reaction with cis- and trans- dienes leads to the same stereoisomer.