References of "Dragutan, Ileana"
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See detailSynthesis of Castanospermine and Epimers by Metathesis Routes
Dragutan, Ileana; Dragutan, Valerian; Demonceau, Albert ULg et al

in Current Organic Chemistry (2013), 17(22), 2719-2737

This article provides a fairly comprehensive overview on olefin metathesis reactions applied as pivotal steps in the total syntheses of indolizidine alkaloids belonging to the families of castanospermine ... [more ▼]

This article provides a fairly comprehensive overview on olefin metathesis reactions applied as pivotal steps in the total syntheses of indolizidine alkaloids belonging to the families of castanospermine, deoxycastanospermine and diastereomers thereof, natural or non-natural compounds that play multiple roles in biological processes. A well-balanced mixture of topics is proposed, covering most relevant traits of their biological activity, therapeutic applications, and structural similarities to, or differences from, other established iminosugar drugs. While mainly focussing on a critical discussion of the metathesis-based processes (RCM, CM, RRM), their promoters and conditions, their advantages and limitations, also shown is how metathesis has contributed to more efficient and shorter protocols for accessing this important class of antiviral, antitumor, antimetastatic, anti-inflammatory and immunoregulating agents. [less ▲]

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See detailSelected Recent Advances in the Synthesis of Bioactive Compounds Using Olefin Metathesis as a Key Step
Dassonneville, Benjamin ULg; Delaude, Lionel ULg; Demonceau, Albert ULg et al

in Current Organic Chemistry (2013), 17(22), 2609-2653

Synthesis of biologically active compounds is of paramount importance to the biomedical sciences for the development of novel therapeutic agents. Such substances often feature various types of unique and ... [more ▼]

Synthesis of biologically active compounds is of paramount importance to the biomedical sciences for the development of novel therapeutic agents. Such substances often feature various types of unique and complex structures, which make them challenging targets for synthetic efforts. Their total synthesis offers the chance to implement the use of newly developed, efficient and highly selective synthetic procedures and/or strategies in a complex environment. In this respect, thanks to the development of increasingly efficient molybdenum and ruthenium catalysts, olefin metathesis is now an integral part of modern synthetic methods. This review article will highlight with selected examples from the recent literature assets and limitations of the olefin metathesis reaction in the synthesis of biologically active compounds. [less ▲]

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See detailEnabling Access to Diverse Bioactive Molecules Through Enyne Metathesis Concepts
Dragutan, Ileana; Dragutan, Valerian; Demonceau, Albert ULg et al

in Current Organic Chemistry (2013), 17(22), 2678-2720

This paper surveys recent advances in valorization of transition-metal-catalyzed enyne metathesis as key events in the total synthesis of naturally occurring compounds of biological and medicinal ... [more ▼]

This paper surveys recent advances in valorization of transition-metal-catalyzed enyne metathesis as key events in the total synthesis of naturally occurring compounds of biological and medicinal importance. Special attention is devoted to methodologies based on dienyne ring-closing metathesis (RCM) applied in tandem and sequential processes, on relay ring-closing metathesis (RRCM), ring-rearrangement metathesis (RRM), enyne cross-metathesis (CM) and enyne skeletal bond reorganization, all proceeding under metalcarbenes (Ru or Mo alkylidenes) or metal-salts (Pd or Pt) catalysis. The high potential of these procedures in constructing versatile scaffolds as essential structural cores of a diversity of bioactive natural products is highlighted. Inventive functionalizations by non-metathesis transformations intervening in the total synthesis of the targeted natural compounds, prior to (Michael addition, Wittig olefination, allylation etc.) or after (Diels-Alder cycloaddion, Heck and Suzuki-Miyaura reactions, Dess-Martin oxidation, dihydroxylation, epoxidation etc.) the pivotal metathesis step have also been included. [less ▲]

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See detailOlefin metathesis as key step in the synthesis of bioactive compounds: Challenges in the total synthesis of (-)-kendomycin
Bicchielli, Dario; Borguet, Yannick ULg; Delaude, Lionel ULg et al

in Current Organic Synthesis (2012), 9(3), 397-405

In this short review article, we highlight the application of the olefin metathesis reaction as a key step in the total synthesis of (-)-kendomycin, a macrocyclic polyketide ansamycin exhibiting ... [more ▼]

In this short review article, we highlight the application of the olefin metathesis reaction as a key step in the total synthesis of (-)-kendomycin, a macrocyclic polyketide ansamycin exhibiting pronounced activity as an endothelin receptor antagonist and antiosteoporotic agent, as well as important antibiotic potency against multiresistant bacteria and remarkable cytotoxicity versus a series of human tumour cell lines. By selecting this example from the recent literature, we hope to illustrate the great synthetic ability of olefin metathesis, while also revealing some problems encountered in the syntheses. © 2012 Bentham Science Publishers. [less ▲]

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See detailMetathesis access to monocyclic iminocyclitol-based therapeutic agents
Dragutan, Ileana; Dragutan, Valerian; Mitan, Carmen et al

in Beilstein Journal Of Organic Chemistry (2011), 7

By focusing on recent developments on natural and non-natural azasugars (iminocyclitols), this review bolsters the case for the role of olefin metathesis reactions (RCM, CM) as key transformations in the ... [more ▼]

By focusing on recent developments on natural and non-natural azasugars (iminocyclitols), this review bolsters the case for the role of olefin metathesis reactions (RCM, CM) as key transformations in the multistep syntheses of pyrrolidine-, piperidine-and azepane-based iminocyclitols, as important therapeutic agents against a range of common diseases and as tools for studying metabolic disorders. Considerable improvements brought about by introduction of one or more metathesis steps are outlined, with emphasis on the exquisite steric control and atom-economical outcome of the overall process. The comparative performance of several established metathesis catalysts is also highlighted. [less ▲]

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See detailRecent Applications of Alkene Metathesis in Fine Chemical Synthesis
Bicchielli, Dario ULg; Borguet, Yannick ULg; Delaude, Lionel ULg et al

in Dragutan, Valerian; Demonceau, Albert; Dragutan, Ileana (Eds.) et al Green Metathesis Chemistry (2010)

During the last decade or so, the emergence of the metathesis reaction in organic synthesis has revolutionised the strategies used for the construction of complex molecular structures. Olefin metathesis ... [more ▼]

During the last decade or so, the emergence of the metathesis reaction in organic synthesis has revolutionised the strategies used for the construction of complex molecular structures. Olefin metathesis is indeed particularly suited for the construction of small open-chain molecules and macrocycles using crossmetathesis and ring-closing metathesis, respectively. These reactions serve, inter alia, as key steps in the synthesis of various agrochemicals and pharmaceuticals such as macrocyclic peptides, cyclic sulfonamides, novel macrolides, or insect pheromones. The present chapter is aiming at illustrating the great synthetic potential of metathesis reactions. Shortcomings, such as the control of olefin geometry and the unpredictable effect of substituents on the reacting olefins, will also be addressed. Examples to be presented include epothilones, amphidinolides, spirofungin A, and archazolid. Synthetic approaches involving silicon-tethered ring-closing metathesis, relay ring-closing metathesis, sequential reactions, domino as well as tandem metathesis reactions will also be illustrated. [less ▲]

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See detailRecent Advances in Ruthenium Catalysts for Alkene Metathesis
Delaude, Lionel ULg; Demonceau, Albert ULg; Dragutan, Ileana et al

in Demonceau, Albert; Dragutan, Ileana; Finkelshtein, Eugene Sh. (Eds.) et al Green Metathesis Chemistry (2010)

Although ruthenium initiators currently available for alkene metathesis are endowed with many beneficial properties, there is still room for improvement and many research groups are actively pursuing the ... [more ▼]

Although ruthenium initiators currently available for alkene metathesis are endowed with many beneficial properties, there is still room for improvement and many research groups are actively pursuing the quest for the next generation of alkene metathesis catalysts. The present contribution aims at providing a critical survey of some of the most significant achievements accomplished toward this goal during the last few years. New ligands and complexes designed to achieve the appropriate balance between electronic and steric properties of the ruthenium active centres are depicted, and their stability, activity, and chemoselectivity are briefly discussed. [less ▲]

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See detailExploring new achievements in olefin metathesis catalysts. Part 2 - Compelling innovations in ruthenium complexes
Dragutan, Ileana; Dragutan, Valerian; Delaude, Lionel ULg et al

in Chimica Oggi = Chemistry Today (2009), 27(3), 13-16

This part of the survey introduces recent developments on de novo designed types of ruthenium complexes used as promoters in olefin metathesis reactions. Encompassing diversity-oriented initiators not ... [more ▼]

This part of the survey introduces recent developments on de novo designed types of ruthenium complexes used as promoters in olefin metathesis reactions. Encompassing diversity-oriented initiators not illustrated in Part 1, in this second part of the review emphasis is placed on the leading role played by distinct ligands in an exquisite control of metathesis reactions. [less ▲]

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See detailExploring New Achievements in olefin metathesis catalysts. Part 1 - Highlights on N-heterocyclic carbene ruthenium complexes
Dragutan, Valerian; Dragutan, Ileana; Delaude, Lionel ULg et al

in Chimica Oggi = Chemistry Today (2009), 27(3), 9-12

Most important advances in ruthenium catalysts for olefin metathesis achieved during the last 4 years are briefly reviewed. The first part of the survey focuses on new catalytic precursors endowed with ... [more ▼]

Most important advances in ruthenium catalysts for olefin metathesis achieved during the last 4 years are briefly reviewed. The first part of the survey focuses on new catalytic precursors endowed with inventive N-heterocyclic carbene ligands which have proved highly proficient in a diversity of applications based on metathesis reactions. Part two extends the progress in other types of Ru initiators. [less ▲]

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See detailN-heterocyclic carbene ruthenium complexes: Synthesis and catalytic properties
Dragutan, Ileana; Dragutan, Valerian; Delaude, Lionel ULg et al

in Revue Roumaine de Chimie (2007), 52(11), 1013-1025

Synthesis of imidazol(in)-2-ylidene ruthenium complexes relevant for metathesis and related catalytic processes is described. As an attractive alternative of importance for practical applications, the in ... [more ▼]

Synthesis of imidazol(in)-2-ylidene ruthenium complexes relevant for metathesis and related catalytic processes is described. As an attractive alternative of importance for practical applications, the in situ generation of new NHC ruthenium precatalysts, starting from the easily accessible imidazolium and imidazolinium salts, ruthenium dimer [RuCl2(p-cymene)](2) and a base, is reported in detail. The new NHC family of ruthenium complexes offers great promise as metathesis precatalysts enjoying a wide application profile in organic and polymer synthesis. [less ▲]

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See detailNHC-Ru complexes- Friendly catalytic tools for manifold chemical transformations
Dragutan, Valerian; Dragutan, Ileana; Delaude, Lionel ULg et al

in Coordination Chemistry Reviews (2007), 251(5-6), 765-794

N-Heterocyclic carbenes are now commonly encountered in organometallic and inorganic coordination chemistry. The increasing attention they enjoy is due to their ability to act as ancillary ligands in a ... [more ▼]

N-Heterocyclic carbenes are now commonly encountered in organometallic and inorganic coordination chemistry. The increasing attention they enjoy is due to their ability to act as ancillary ligands in a growing number of transition metal catalysts or even to play the role of nucleophilic reagents and catalysts in diverse organic transformations. As a fine addition to the NHC-Ru-alkylidenes, popular for their tremendous success in metathesis chemistry, an array of robust and stable Ru-NHCs has proven their utility in non-metathetical reactions. The present review surveys different classes of Ru-NHCs and their applications as efficient catalysts (or precatalysts) in several types of fundamental organic processes e.g. hydrogenation, hydrogen transfer, isomerization, cycloisomerization, cyclopropanation, hydrosilylation, allylation and deallylation, enol-ester synthesis, heterocycle synthesis, C-C alkyne coupling, Kharasch addition and ATRP. A special section is devoted to tandem processes some of which include concurrent or sequential metathesis steps. Relevant mechanistic and stereochemical aspects related to NHC-Ru catalysis will be highlighted. (c) 2006 Elsevier B.V. All rights reserved. [less ▲]

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