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Synfacts 2010(4): 0444-0444  
DOI: 10.1055/s-0029-1219622
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper(I)-Catalyzed Desymmetrization of meso-2-Alkene-1,4-diol Derivatives

Contributor(s): Hisashi Yamamoto, Zhi Li
H. Ito*, T. Okura, K. Matsuura, M. Sawamura
Hokkaido University and PRESTO, Japan Science and Technology Agency, Kawaguchi, Japan
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Publication History

Publication Date:
22 March 2010 (online)

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Significance

Desymmetrization of meso-2-al­kene-1,4-diols is an important target in asymmetric synthesis. This paper described a clever pathway to achieve these targets by first asymmetric boryl substitution of meso substrates and second stereoselective allylation of another aldehyde. The utility in asymmetric synthesis is also presented.