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Issue 22, 1994
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Direct, stereoselective synthesis of the protected paclitaxel (taxol) side chain and high-yield transformation to paclitaxel

Abstract

A short, efficient approach to the p-methoxybenzylidene-protected paclitaxel (Taxol) side chain through benzaldehyde benzoylimine-chiral enolate condensation, followed by DDQ-mediated oxazolidine formation and hydrolysis is described; the C-7-triethylsilyl derivative of baccatin III undergoes esterification with this side chain in the presence of DCC and DMAP to provide after acid hydrolysis paclitaxel in excellent overall yield.

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Article type: Paper
DOI: 10.1039/C39940002591
Citation: J. Chem. Soc., Chem. Commun., 1994,0, 2591-2592
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    Direct, stereoselective synthesis of the protected paclitaxel (taxol) side chain and high-yield transformation to paclitaxel

    A. M. Kanazawa, J. Denis and A. E. Greene, J. Chem. Soc., Chem. Commun., 1994, 0, 2591
    DOI: 10.1039/C39940002591

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