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Tetramic and tetronic acids as scaffolds in bioinorganic and bioorganic chemistry.

Athanasellis G, Igglessi-Markopoulou O, Markopoulos J - Bioinorg Chem Appl (2010)

Bottom Line: Tetramic and tetronic acids are naturally occurring molecules with a variety of biological activities.In this review article, we present the general strategies for the synthesis of these compounds and we reveal the functionalized groups that are responsible for their properties.We also set out their coordinating modes with up-to-date bibliographical references.

View Article: PubMed Central - PubMed

Affiliation: Laboratory of Organic Chemistry, School of Chemical Engineering, National Technical University of Athens, 15773 Athens, Greece.

ABSTRACT
Tetramic and tetronic acids are naturally occurring molecules with a variety of biological activities. In this review article, we present the general strategies for the synthesis of these compounds and we reveal the functionalized groups that are responsible for their properties. We also set out their coordinating modes with up-to-date bibliographical references.

No MeSH data available.


Synthesis of tetronic acids bySchobert et al. [30].
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sch4: Synthesis of tetronic acids bySchobert et al. [30].

Mentions: In the literature, there are a number of reliable methods for the synthesis of such derivatives. Several methodologies include Dieckmann cyclization [23], cycloaddition [24], oxidation [25], Wittig-Claisen [26], lactonization [27], and enzymatic reactions [28]. A few years ago, the synthesis of 3-acyl-5-methoxycarbonyl tetronic acids has been reported from our research group [29]. A new strategy for the synthesis of functionalized tetronic acids was developed by Schobert and coworkers [30], applying the “domino” process, which comprises of the reaction between the esters of α-hydroxy acids and the cumulated phosphorus ylide ketenylidenetriphenylphosphorane (Scheme 4).


Tetramic and tetronic acids as scaffolds in bioinorganic and bioorganic chemistry.

Athanasellis G, Igglessi-Markopoulou O, Markopoulos J - Bioinorg Chem Appl (2010)

Synthesis of tetronic acids bySchobert et al. [30].
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC2875697&req=5

sch4: Synthesis of tetronic acids bySchobert et al. [30].
Mentions: In the literature, there are a number of reliable methods for the synthesis of such derivatives. Several methodologies include Dieckmann cyclization [23], cycloaddition [24], oxidation [25], Wittig-Claisen [26], lactonization [27], and enzymatic reactions [28]. A few years ago, the synthesis of 3-acyl-5-methoxycarbonyl tetronic acids has been reported from our research group [29]. A new strategy for the synthesis of functionalized tetronic acids was developed by Schobert and coworkers [30], applying the “domino” process, which comprises of the reaction between the esters of α-hydroxy acids and the cumulated phosphorus ylide ketenylidenetriphenylphosphorane (Scheme 4).

Bottom Line: Tetramic and tetronic acids are naturally occurring molecules with a variety of biological activities.In this review article, we present the general strategies for the synthesis of these compounds and we reveal the functionalized groups that are responsible for their properties.We also set out their coordinating modes with up-to-date bibliographical references.

View Article: PubMed Central - PubMed

Affiliation: Laboratory of Organic Chemistry, School of Chemical Engineering, National Technical University of Athens, 15773 Athens, Greece.

ABSTRACT
Tetramic and tetronic acids are naturally occurring molecules with a variety of biological activities. In this review article, we present the general strategies for the synthesis of these compounds and we reveal the functionalized groups that are responsible for their properties. We also set out their coordinating modes with up-to-date bibliographical references.

No MeSH data available.