Total Synthesis of 15-F2t-Isoprostane by Using a New Oxidative Cyclization of Distonic Radical Anions as the Key Step

Result code in IS VaVaI

RIV/61388963:_____/09:00332943 - isvavai.cz

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Total Synthesis of 15-F2t-Isoprostane by Using a New Oxidative Cyclization of Distonic Radical Anions as the Key Step

Original language description

The shortest total synthesis of the major human cyclic lipid peroxidation metabolite, 15-F2t-IsoP in twelve steps and 14% overall yield is reported. Keysteps are a vinylogous aldol addition to construct the C7-C20 skeleton, an oxidative electron transfer-induced radical anion 5-exo cyclization to access the cyclopentane subunit and an acetylide alkylation to assemble the full skeleton of the natural product.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2009

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Chemistry - A European Journal

ISSN

0947-6539

e-ISSN

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Volume of the periodical

15

Issue of the periodical within the volume

1

Country of publishing house

DE - GERMANY

Number of pages

5

Pages from-to

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UT code for WoS article

000262301900009

EID of the result in the Scopus database

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