Issue 22, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Short synthesis of the optically active E-ring portion of (S)-camptothecin

S. Leue,a   W. Miao,a   A. Kanazawa,a   Y. Génisson,a   S. Garçona  and  A. E. Greene*a  

* Corresponding authors

a Université Joseph Fourier, LEDSS, BP 53X, 38041 Grenoble Cedex, France

Abstract

(5S)-5-Benzyloxy-5-ethyl-6-oxo-5,6-dihydro-2H-pyran-3-carboxylic acid, the protected E-ring moiety of (S)-camptothecin, has been rapidly prepared in enantiomerically enriched form (98% ee) through enolate conjugate addition to a β-bromo methacrylate derivative, followed by enzymatic resolution with PLE.

Graphical abstract: Short synthesis of the optically active E-ring portion of (S)-camptothecin

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Article information

DOI
https://doi.org/10.1039/B109071M
Article type
Communication
Submitted
05 Oct 2001
Accepted
11 Oct 2001
First published
23 Oct 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 2903-2905

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Short synthesis of the optically active E-ring portion of (S)-camptothecin

S. Leue, W. Miao, A. Kanazawa, Y. Génisson, S. Garçon and A. E. Greene, J. Chem. Soc., Perkin Trans. 1, 2001, 2903 DOI: 10.1039/B109071M

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