Issue 23, 1997
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

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

Brian M. Adger,   James V. Barkley,   Sophie Bergeron,   Michael W. Cappi,   Benjamin E. Flowerdew,   Mark P. Jackson,   Ray McCague,   Thomas C. Nugent  and  Stanley M. Roberts  

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 information

DOI
https://doi.org/10.1039/A704413E
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1997, 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, 3501 DOI: 10.1039/A704413E

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