Reference : Olefin metathesis as key step in the synthesis of bioactive compounds: Challenges in ...
Scientific journals : Article
Physical, chemical, mathematical & earth Sciences : Chemistry
http://hdl.handle.net/2268/135183
Olefin metathesis as key step in the synthesis of bioactive compounds: Challenges in the total synthesis of irioteolides
English
Demonceau, Albert mailto [Université de Liège - ULg > Département de chimie (sciences) > Chimie macromoléculaire et catalyse organique >]
Dragutan, I. [Institute of Organic Chemistry of the Romanian Academy, 202B Spl. Independentei, P.O. Box 35-108, 060023 Bucharest, Romania]
Dragutan, V. [Institute of Organic Chemistry of the Romanian Academy, 202B Spl. Independentei, P.O. Box 35-108, 060023 Bucharest, Romania]
Le Gendre, Pierre []
2012
Current Organic Synthesis
9
779-790
Yes (verified by ORBi)
International
1570-1794
[en] Homogeneous catalysis ; Iriomoteolides ; Macrocyclisation ; Olefin metathesis ; Macrolide ; Ruthenium catalysts
[en] Iriomoteolides are novel macrolides possessing either a unique 15-membered or a 20-membered macrocycle, and displaying exceedingly potent cytotoxicity with IC50 values of up to 2 ng/mL. Thus far, over a period of about four years, ten research groups worldwide have published their synthetic efforts resulting in four total syntheses of iriomoteolides and a few diastereomers thereof, and a number of fragment and macrocyclic core syntheses. Interestingly, three total syntheses involved ring-closing metathesis as the key step for the construction of the macrocycle, whereas the synthesis of three fragments was accomplished using a cross-metathesis reaction. Herein we highlight assets and limitations of the olefin metathesis reaction in the synthesis of the title compounds.
Researchers ; Professionals
http://hdl.handle.net/2268/135183

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