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Issue 23, 1997
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Improved procedure for Juliá–Colonna asymmetric epoxidation of α,β-unsaturated ketones: total synthesis of diltiazem and Taxol TM side-chain

Abstract

Poly-L-leucine catalyses the asymmetric epoxidation of enones 1–6 efficiently in a non-aqueous medium to provide the epoxy ketones 7–12 (70–91% yield; 80 to [gt-or-equal]95% ee). The strategy was used to make diltiazem 16 and the Taxol TM side chain 23 in single enantiomer form.

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Article type: Paper
DOI: 10.1039/A704413E
Citation: J. Chem. Soc., Perkin Trans. 1, 1997,0, 3501-3508
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    Improved procedure for Juliá–Colonna asymmetric epoxidation of α,β-unsaturated ketones: total synthesis of diltiazem and Taxol TM side-chain

    B. M. Adger, J. V. Barkley, S. Bergeron, M. W. Cappi, B. E. Flowerdew, M. P. Jackson, R. McCague, T. C. Nugent and S. M. Roberts, J. Chem. Soc., Perkin Trans. 1, 1997, 0, 3501
    DOI: 10.1039/A704413E

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