107228-97-7Relevant academic research and scientific papers
Synthesis and evaluation of new polyenic compounds as potential PPARs modulators
Amans, Dominique,Bellosta, Véronique,Dacquet, Catherine,Ktorza, Alain,Hennuyer, Nathalie,Staels, Bart,Caignard, Daniel-Henri,Cossy, Janine
, p. 6169 - 6185 (2012)
In order to identify new leads for the treatment of type 2 diabetes, polyenic molecules A and B derived from nipecotic acid and dienol derivatives C have been prepared and their effect on PPARs transcriptional activity evaluated and compared to that of rosiglitazone, WY14,643 and GW501516. Among the synthesized compounds, dienol 39 is the most active, increasing WY14,643 PPARα response and demonstrating partial agonist properties on rosiglitazone PPARγ.
Total synthesis of marine natural products separacenes A and B
Das, Subhendu,Goswami, Rajib Kumar
, p. 4842 - 4850 (2017)
A short and convergent route for the stereoselective total synthesis of separacenes A and B has been developed using (+)-methyl d-lactate and d-(-)-tartaric acid as the chiral pools. The characteristic features of this synthesis include the Trost-Rychnovsky alkyne rearrangement to construct the C7-C9 conjugated diene, the Horner-Wadsworth-Emmons olefination to form the C5-C6 and C11-C12 olefins and the Corey-Bakshi-Shibata reaction to install the C-13 hydroxy functionality.
Stille couplings in water at room temperature
Lu, Guo-Ping,Cai, Chun,Lipshutz, Bruce H.
supporting information, p. 105 - 109 (2013/02/23)
A nonionic amphiphile, TPGS-750-M, enables efficient Stille couplings between a wide range of substrates to be conducted in water as the only medium, in most cases at room temperature.
Highly stereoselective and efficient synthesis of ω-heterofunctional di- and trienoic esters for Horner-Wadsworth-Emmons reaction via alkyne hydrozirconation and Pd-catalyzed alkenylation
Wang, Guangwei,Huang, Zhihong,Negishi, Ei-ichi
supporting information; experimental part, p. 3220 - 3223 (2009/08/17)
In situ OH metalation with iBu2AlH and hydrozirconation with HZrCp2Cl of HOCH2C{triple bond, long}CH, (E)-HOCH2CH{double bond, long}CHC{triple bond, long}CH, and HOCH2C{triple bond, long}CC
A practical synthesis of the ansa chain of benzenic ansamycin antibiotics: Total synthesis of an ansatrienol derivative
Kashin, Dmitry,Meyer, Axel,Wittenberg, Ruediger,Schoening, Kai-Uwe,Kamlage, Stefan,Kirschning, Andreas
, p. 304 - 319 (2007/10/03)
A practical and stereocontrolled synthetic approach towards the ansa chain of the benzenic ansamycins (mycotrienins) is described, which can be scaled up to multigram quantities. Key features of the synthesis are the formation of the Z-configured tri-subs
Stereocontrolled preparation of the C1-C14 polyene fragment of benzenic ansamycin antibiotics ansatrienin A and B
Sch?ning, Kai-Uwe,Wittenberg, Rüdiger,Kirschning, Andreas
, p. 1624 - 1626 (2007/10/03)
A practical synthesis of the C1-C14 polyene unit 5 in ansatrienin A (mycotrien l), 1a, and other ansamycin antibiotics is described which involves elaboration of the chiral unsaturated aldehyde 6 and phosphonate 7, followed by coupling of the building blocks by Horner-Emmons-olefination and Duthaler's aldolation. The synthesis of 6 successfully applies two consecutive Evans-aldol reactions for constructing the carbon backbone.
Synthesis and transannular Diels-Alder reaction of a 13-membered macrocyclic triene having a tetrasubstituted enol ether as dienophile
Berube, Gervais,Deslongchamps, Pierre
, p. 404 - 411 (2007/10/02)
The syntheses of the acyclic triene trans-trans-cis 27 and trans-trans-trans 31 are described.Macrocyclization and concomitant transannular Diels-Alder reaction were performed with the chloride derivative obtained from the trans-trans-cis triene alcohol 27 yielding a mixture of the tricyclic compounds trans-syn-trans 33 and cis-syn-cis 34.On the other hand, macrocyclization of the chloride derived from trans-trans-trans triene 31 was not successful.
Homoallylic Chiral Induction in the Synthesis of 2,4-Disubstituted Tetrahydrofurans by Iodoetherification. Synthetic Scope and Chiral Induction Mechanism
Labelle, M.,Morton, H. E.,Guindon, Y.,Springer, J. P.
, p. 4533 - 4540 (2007/10/02)
Chiral induction generating two new stereogenic centers has been observed in the iodoetherification of optically active ethyl 5,6-dihydroxyhexenoate.Of the pour possible isomeric tetrahydrofuran products, only two were obtained in rations up to 12:1 favor
SYNTHESIS AND TRANSANNULAR DIELS-ALDER REACTION OF A 13-MEMBERED MACROCYCLIC TRIENE HAVING A TETRASUBSTITUTED ENOL ETHER AS A DIENOPHILE
Berube, Gervais,Deslongchamps, Pierre
, p. 5255 - 5258 (2007/10/02)
Cyclization of TTC allylic chloride 22 gave TTC macrocycle 24 which was directly converted into a mixture of tricycles TST 25 and CSC 26.
Polyenic acids. II. Antifungal and bacteriostatic 4-bromo hexa-2,4 dienoic acids derivatives
Le Baut,Sparfel,Clairc,et al.
, p. 447 - 455 (2007/10/02)
Some structural modifications of the dienic chain of 2,4 (2 E, 4 E)-hexadienoic acid - functionalisation, cyclic integration, epoxydation - were investigated. Only ω-oxydation allowed gain in bacteriostatic activity without reducing fungistatic activity of the reference compound: esters 10, 11 and 19. The corresponding acids 10a and 11a show a slight drop in fungistatic activity.
