Stereospecific preparation of chiral 1,5-diketone by one-methylene incorporated dimerization reaction of d-camphor enolate and reduction of the 1,5-diketone.
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The reaction of <I>d</I>-camphor with <I>N</I>,<I>N</I>-dimethylformamide (DMF) in the presence of potassium hydride stereoselectively gave bis[(1<I>R</I>,3<I>S</I>,4<I>R</I>)-2-oxo-3-bornyl]methane (<B>1</B>). This new condensation reaction is proposed to proceed by an attack of the <I>d</I>-camphor enolate to DMF and a subsequent reduction. Three chiral diols were obtained from the reduction of <B>1</B>.
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関連論文
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- Stereospecific preparation of chiral 1,5-diketone by one-methylene incorporated dimerization reaction of d-camphor enolate and reduction of the 1,5-diketone.