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

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

Medicinal Chemistry

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

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.

Original language	English (US)
Pages (from-to)	151-154
Number of pages	4
Journal	Letters in Organic Chemistry
Volume	4
Issue number	3
DOIs	https://doi.org/10.2174/157017807780737246
State	Published - Apr 2007

Keywords

Benzeneseleninic anhydride
Oxidation
Rearrangement
Taxanes

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title = "Oxidation of baccatin III at C14: A facile rearrangement of the baccatin III core",

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 = "Benzeneseleninic anhydride, Oxidation, Rearrangement, Taxanes",

author = "Dinah Dutta and Apurba Datta and {Vander Velde}, {David G.} and Georg, {Gunda I.}",

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AU - Dutta, Dinah

AU - Datta, Apurba

AU - Vander Velde, David G.

AU - Georg, Gunda I.

PY - 2007/4

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AB - 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.

KW - Benzeneseleninic anhydride

KW - Oxidation

KW - Rearrangement

KW - Taxanes

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JO - Letters in Organic Chemistry

JF - Letters in Organic Chemistry

IS - 3

ER -

Oxidation of baccatin III at C14: A facile rearrangement of the baccatin III core

Abstract

Keywords

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