Oxidation of Baccatin III at C14: A Facile Rearrangement of the Baccatin III Core

Title: Oxidation of Baccatin III at C14: A Facile Rearrangement of the Baccatin III Core

Volume: 4 Issue: 3

Author(s): Dinah Dutta, Apurba Datta, David G. Vander Velde and Gunda I. Georg

Affiliation:

Keywords: Taxanes, benzeneseleninic anhydride, oxidation, rearrangement

Abstract: Modifications at the largely unexplored C14 position of the baccatin III core of the taxanes were carried out. Oxidation at C14 of 7-TES-13-ketobaccatin III with benzeneseleninic anhydride resulted in novel A, B ring rearranged products. A probable mechanism for product formation and reductive transformations of the rearranged products are described.

Cite this article as:

Dutta Dinah, Datta Apurba, Vander Velde G. David and Georg I. Gunda, Oxidation of Baccatin III at C14: A Facile Rearrangement of the Baccatin III Core, Letters in Organic Chemistry 2007; 4 (3) . https://dx.doi.org/10.2174/157017807780737246