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Tetrahydroxy 10-membered cyclic enediynes

Klein, Michael and Zabel, Manfred and Bernhardt, Günther and König, Burkhard (2003) Tetrahydroxy 10-membered cyclic enediynes. The Journal of organic chemistry 68 (24), pp. 9379-9383.

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Abstract

The preparation of cyclic 10-membered tetrahydroxy enediynes is reported. The synthesis starts from tartaric acid and allows the control of the relative stereochemistry. Acetal protection of the 2,3-hydroxy groups stabilizes the enediyne during synthesis. Removal of the cyclic protecting group with EtSH/TFA transforms the stable compounds into reactive enediynes, and the rate constants of their ...

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Item Type:Article
Date:2003
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Chemistry and Pharmacy > Institut für Anorganische Chemie > Arbeitskreis Prof. Dr. Nikolaus Korber
Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry II (Prof. Buschauer)
Projects:GRK 760, Graduiertenkolleg Medizinische Chemie
Identification Number:
ValueType
14629160PubMed ID
10.1021/jo035250nDOI
Classification:
NotationType
Cell Line, Tumor/drug effectsMESH
Cell Survival/drug effectsMESH
Cisplatin/pharmacologyMESH
CyclizationMESH
HumansMESH
Hydrocarbons, Aromatic/chemical synthesisMESH
Models, ChemicalMESH
StereoisomerismMESH
Structure-Activity RelationshipMESH
Tartrates/chemistryMESH
Subjects:500 Science > 570 Life sciences
500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Owner: Regina Hoheisel
Deposited On:12 Dec 2008 17:17
Last Modified:09 Nov 2010 15:41
Item ID:4823
Owner Only: item control page
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