5453-88-3Relevant academic research and scientific papers
Facile synthesis of δ-ketoesters via formal two-carbon insertion into β-ketoesters
Jiang, Yan,Xi, Song,Wang, Qi,Fu, Lin,He, Ling,Wang, Zhen,Zhang, Min
supporting information, (2022/02/10)
A formal two-carbon insertion into β-ketoesters with vinylmetal has been developed for the rapid synthesis of δ-ketoesters. This method features high efficiency, simple operation, and mild conditions without the usage of bases and catalysts. The reaction is postulated to proceed via a tandem process involving nucleophilic addition of vinylmetal to ketone, retro-aldol reaction to give an enolate anion and an enone, and finally Michael addition of these two intermediates.
(Dynamic) Kinetic Resolution of Enamines/Imines: Enantioselective N-Heterocyclic Carbene Catalyzed [3+3] Annulation of Bromoenals and Enamines/Imines
Chen, Kun-Quan,Gao, Zhong-Hua,Ye, Song
supporting information, p. 1183 - 1187 (2019/01/04)
The enantioselective N-heterocyclic carbene catalyzed [3+3] annulation of α-bromoenals by dynamic kinetic resolution (DKR) of enamines and normal resolution of α,α-disubstituted imines were developed. The corresponding substituted dihydropyridones were isolated in good yields with excellent diastereo- and enantioselectivities, and a high selective factor (up to 83) was realized for the resolution of α,α-disubstituted imines.
Oxidative umpolung ?±-alkylation of ketones
Shneider, O. Svetlana,Pisarevsky, Evgeni,Fristrup, Peter,Szpilman, Alex M.
supporting information, p. 282 - 285 (2015/03/05)
We disclose a hypervalent iodine mediated ?±-alkylative umpolung reaction of carbonyl compounds with dialkylzinc as the alkyl source. The reaction is applicable to all common classes of ketones including 1,3-dicarbonyl compounds and regular ketones via their lithium enolates. The ?±-alkylated carbonyl products are formed in up to 93% yield. An ionic mechanism is inferred based on meticulous analysis, NMR studies, trapping and crossover experiments, and computational studies.
OPSIN-BINDING LIGANDS, COMPOSITIONS AND METHODS OF USE
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Paragraph 0208, (2015/12/04)
Compounds I are disclosed that are useful for treating ophthalmic conditions caused by or related to production of toxic visual cycle products that accumulate in the eye, such as dry adult macular degeneration, as well as conditions caused by or related t
Hydroxyl-Directed Cross-Coupling: A Scalable Synthesis of Debromohamigeran e and Other Targets of Interest
Blaisdell, Thomas P.,Morken, James P.
supporting information, p. 8712 - 8715 (2015/07/27)
A hydroxyl functional group positioned β to a pinacol boronate can serve to direct palladium-catalyzed cross-coupling reactions. This feature can be used to control the reaction site in multiply borylated substrates and can activate boronates for reaction that would otherwise be unreactive.
Novel tricyclic pyrazolopyrimidines as potent and selective GPR119 agonists
Azimioara, Mihai,Alper, Phil,Cow, Christopher,Mutnick, Daniel,Nikulin, Victor,Lelais, Gerald,Mecom, John,McNeill, Matthew,Michellys, Pierre-Yves,Wang, Zhiliang,Reding, Esther,Paliotti, Michael,Li, Jing,Bao, Dingjiu,Zoll, Jocelyn,Kim, Young,Zimmerman, Matthew,Groessl, Todd,Tuntland, Tove,Joseph, Sean B.,McNamara, Peter,Seidel, H. Martin,Epple, Robert
supporting information, p. 5478 - 5483 (2015/01/09)
Systematic SAR optimization of the GPR119 agonist lead 1, derived from an internal HTS campaign, led to compound 29. Compound 29 displays significantly improved in vitro activity and oral exposure, leading to GLP1 elevation in acutely dosed mice and reduc
OPSIN-BINDING LIGANDS, COMPOSITIONS AND METHODS OF USE
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Page/Page column 114, (2013/06/27)
Compounds and compositions are disclosed that are useful for treating ophthalmic conditions caused by or related to production of toxic visual cycle products that accumulate in the eye, such as dry adult macular degeneration, as well as conditions caused by or related to the misfolding of mutant opsin proteins and/or the mis-localization of opsin proteins. Compositions of these compounds alone or in combination with other therapeutic agents are also described, along with therapeutic methods of using such compounds and/or compositions. Methods of synthesizing such agents are also disclosed.
OPSIN-BINDING LIGANDS, COMPOSITIONS AND METHODS OF USE
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Page/Page column 74; 75, (2013/06/27)
Compounds are disclosed that are useful for treating ophthalmic conditions caused by or related to production of toxic visual cycle products that accumulate in the eye, such as dry adult macular degeneration, as well as conditions caused by or related to
SPIROHYDANTOIN COMPOUNDS AND THEIR USE AS SELECTIVE ANDROGEN RECEPTOR MODULATORS
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Page/Page column 85, (2013/09/12)
The present invention relates to a compound of formula (1-1 ) in free form or in pharmaceutically acceptable salt form in which the substituents are as defined in the specification; to its preparation, to its use as a medicament and to medicaments comprising it. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.
Chemoselective intramolecular alkylation of the Blaise reaction intermediates: Tandem one-pot synthesis of exo -cyclic enaminoesters and their applications toward the synthesis of N -heterocyclic compounds
Kim, Ju Hyun,Shin, Hyunik,Lee, Sang-Gi
experimental part, p. 1560 - 1565 (2012/04/04)
The intramolecular alkylative reactivity and N/C selectivity of the various Blaise reaction intermediates, which are formed from the reaction of the Reformatsky reagents with ω-chloroalkyl nitriles, did not reach the synthetic potential as an entry to exo-cyclic enaminoesters. To circumvent this issue, various additives were investigated, among which the addition of NaHMDS dramatically enhanced the reactivity and N/C selectivity. This modification provided a highly efficient route for the synthesis of various N-fused heterocyclic compounds, as it requires only two steps from nitriles.
