A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones.

A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones. Research Abstract Details 

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A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones. Abstract Text:

Baudouin Gerard,Guilford Jones Ii,John A Porco,

A unified biomimetic approach to the aglain-forbaglin-rocaglamide classes of natural products is reported. The approach involves photogeneration of oxidopyryliums via excited-state intramolecular proton transfer (ESIPT) of 3-hydroxyflavones followed by [3+2] dipolar cycloaddition to the aglain core. An alpha-ketol (acyloin) rearrangement was employed to transform the aglain core to the rocaglamide framework. This approach was successfully used for the synthesis of the natural product (+/-)-methyl rocaglate.

A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones. Publishing Authors By Initials

B Gerard,G Jones Ii,JA Porco,

For similar heterocyclic compounds: heterocyclic compounds, 1-ring: pyridines: pyridinium compounds research abstracts see: heterocyclic compounds: heterocyclic compounds, 1-ring: pyridines: pyridinium compounds research

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A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Journal of the American Chemical Society

VOLUME: 126

Page Numbers: 13620-1

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 27

MONTH: Oct

YEAR: 2004

A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones. Keywords Mesh Terms:

KEYWORDS: Pyridinium Compounds

MESH TERMS: metabolism

Chemical & Substance for Abstract: A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones. Information

Substance Name: rocaglamide

Registry Number: 84573-16-0

Grant and Affiliation Information for A biomimetic approach to the rocaglamides employing photogeneration of oxidopyryliums derived from 3-hydroxyflavones.

AFFILIATION: Department of Chemistry, Center for Chemical Methodology and Library Development, Boston University, Boston, Massachusetts 02215, USA.

Country: United States

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MEDLINETA: J Am Chem Soc

REFSOURCE: J Am Chem Soc. 2005 Feb 2;127(4):1334

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