Synthesis of C-Linked immobized analogs of aloisine A by click chemistry

International audienceAn efficient approach for the immobilization of a series of analogs of aloisine A, an in vitro inhibitor of protein kinases, to polymeric supports via a [3+2] cycloaddition reaction is reported

Synthesis of C-Linked immobized analogs of aloisine A by click chemistry

International audienceAn efficient approach for the immobilization of a series of analogs of aloisine A, an in vitro inhibitor of protein kinases, to polymeric supports via a [3+2] cycloaddition reaction is reported

Modified Julia Olefination on anhydrides : extension and limitations. Application to the synthesis of maculalactone B

International audienceThe preparation of exo-enol esters from cyclic anhydrides is reported using a modified Julia olefination. The reaction is highly stereoselective. The Smiles rearrangement can be performed in a one-pot process, giving a straightforward access to exo-enol lactones. Furthermore, the reaction was extended to semistabilized sulfones, and this methodology was applied to the synthesis of maculalactone B

Development of a modified Julia olefination of imides for the synthesis of alkaloids

International audienceWe report the development of the intramolecular Julia olefination of imides. This original reaction produces N-fused bicyclic enamide compounds, which are interesting precursors in the synthesis of alkaloids. We show that this transformation enables access to [5,6], [6,5], and [6,6] fused bicyclic lactam enamides. The scope and the limitations of the reaction are presented as well as computational studies concerning novel mechanistic aspects of the title reaction

Glucosinolate chemistry : synthesis of O-glycosylated derivatives of glucosinalbin

International audienceThe synthesis of the major glucosinolate of Moringa oleifera and of other non-natural O-glycosylated derivatives of glucosinalbin is reported. The synthetic sequence applied, which involves the conversion of carbohydrate-based nitrostyrenes into the key thiohydroximates, appears to be sufficiently versatile to synthesize a range of glucosinolatesbearing a glycosylated phenolic function. We synthesizedanalogues of the naturally occurring L-rhamnoside 1 with a view to estimating the importance of this phenol-protecting sugar moiety in modulating the biological activity of the parent glucosinolate and related breakdown products

A convenient and versatile synthesis of Laurdan-like fluorescent membrane probes: characterization of their fluorescence properties

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Synthesis of new derivatives of 11-thiolupinine

International audienceA set of 11-thiofunctionalized derivatives of natural (−)-lupinine have been synthesized using phosphine-based redox type methods such as Hata and Mitsunobu reactions

Synthesis of new derivatives of 11-thiolupinine

International audienceA set of 11-thiofunctionalized derivatives of natural (−)-lupinine have been synthesized using phosphine-based redox type methods such as Hata and Mitsunobu reactions

Synthesis of exo‐Enamides from Protected Lactams Using a Modified Julia Olefination Reaction: Application to the Synthesis of Spiroaminal Fragments

International audienceA modified Julia olefination (Julia–Kocienski) reaction involving lactams has been developed, which gives the corresponding substituted exo-enamides in moderate to good yields. An application of this versatile transformation in the synthesis of spiroaminal fragments is also demonstrated

the first synthesis of c-glucotropeolin

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