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

Dinah      Dutta; Apurba      Datta; David   G.   Vander Velde; Gunda   I.   Georg

doi:10.2174/157017807780737246

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.

Keywords: Taxanes, benzeneseleninic anhydride, oxidation, rearrangement

Rights & Permissions Print Cite

Letters in Organic Chemistry

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.

Export Options

Export File:

RIS (for EndNote, Reference Manager, ProCite)

BibTeX

Text

Content:

Citation Only

Citation and Abstract

About this article

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