Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules

This account surveys the current progress on the application of intra- and intermolecular enyne metathesis as main key steps in the synthesis of challenging structural motifs and stereochemistries found in bioactive compounds. Special emphasis is placed on ruthenium catalysts as promoters of enyne m...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2020-04, Vol.16 (1), p.738-755
Main Authors: Dragutan, Valerian, Dragutan, Ileana, Demonceau, Albert, Delaude, Lionel
Format: Article
Language:English
Subjects:
Bioactive compounds
Catalysts
Chemistry
Chimie
Cytotoxicity
Enyne metathesis
Oxidation
Physical, chemical, mathematical & earth Sciences
Physique, chimie, mathématiques & sciences de la terre
Protocol
Review
Ring-closing metathesis
Ruthenium catalysts
Tandem reactions
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Summary:This account surveys the current progress on the application of intra- and intermolecular enyne metathesis as main key steps in the synthesis of challenging structural motifs and stereochemistries found in bioactive compounds. Special emphasis is placed on ruthenium catalysts as promoters of enyne metathesis to build the desired 1,3-dienic units. The advantageous association of this approach with name reactions like Grignard, Wittig, Diels-Alder, Suzuki-Miyaura, Heck cross-coupling, etc. is illustrated. Examples unveil the generality of such tandem reactions in providing not only the intricate structures of known, in vivo effective substances but also for designing chemically modified analogs as valid alternatives for further therapeutic agents.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.16.68