New Efficient Synthesis of Combretastatin
A-4 via Colvin Rearrangement

Ognyan I. Petrov; Mariana S. Gerova; Christo D. Chanev; Katya V. Petrova

doi:10.1055/s-0030-1260248

PAPER

New Efficient Synthesis of Combretastatin A-4 via Colvin Rearrangement

Ognyan I. Petrov*^a, Mariana S. Gerova^a, Christo D. Chanev^a, Katya V. Petrova^b
^a Faculty of Chemistry, University of Sofia St. Kliment Ohridski, 1 James Bourchier Avenue, 1164 Sofia, Bulgaria
Fax: +359(2)9625438; e-Mail: opetrov@chem.uni-sofia.bg;
^b Chemistry Department, Vanderbilt University, Nashville, TN 37235-1822, USA

Abstract

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Abstract

A new four-step approach for the synthesis of anticancer agent combretastatin A-4 (CA-4) has been developed. The method includes the Colvin rearrangement of the benzophenone derivative phenstatin to the key diarylalkyne followed by stereoselective semi-reduction to CA-4 in good overall yield.

Key words

combretastatin A-4 - phenstatin - Colvin rearrangement - anticancer agents - stilbene

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